7 AI Tools Take Your Freelance Entity To The Top

If striking out on your own to launch a solo Freelance entity has progressed from interesting idea status to a Pinterest goal in development, you may be ready to explore a few specifics that will help you prepare to advance your plan from the Pinterest board to a functioning business entity. It is almost certain that you’ve considered how Artificial Intelligence-powered software and other digital tools can optimize your business operations. You’ll be happy to know that numerous AI-powered technological resources are readily available to help Freelance solopreneurs operate their one-person enterprise with an efficiency and impact that rivals larger organizations.

A 2026 report published by Upwork, the Freelance talent marketplace that serves both companies in search of knowledge economy workers and independent professionals whose business is to provide it and the digital communications provider Zoom, 91% of Freelance single owner business entities say that AI has reduced their routine administrative work and enabled 74% of respondents to scale without hiring full-time employees. In fact, many Freelance business owners view operating a single-person entity as an advantage that bakes in operational flexibility and strategic agility. When necessary, a Freelance solopreneur can turn to software-as-a-service AI agents and/or assistants, or hire a Freelance colleague whose expertise can be contracted on a per-project basis, to expertly manage whatever aspects of the project are outside of his/her wheelhouse. The Rise of the Solopreneur report, which surveyed nearly 3,000 respondents located in 48 states and participating in 12 industries, provides a window into how this entrepreneurial segment is building success and expanding its impact in the global labor force. For workers and companies alike, the rise of Freelance solopreneurs who strategically implement AI-powered tech resources demonstrates that the future of work may no longer be defined by the number of workers a company employs, but rather by the founder’s expertise.

The challenges once inherent in operating a business alone have steadily declined since the advent of tech advances that have become commonplace—cloud computing, e-commerce infrastructure, including secure online payment options, social media platforms and other marketing activities that promote the company and build the brand. Moreover, there are now Freelance marketplace platforms that facilitate the building of a vital client list. That’s all good, but life as a Freelance on-your-own business owner requires significant confidence and discipline, along with expertise in your field.

Being able to manage stress and stay motivated are a couple more must-have characteristics. You’ll also have to be ready to wear many hats, for example marketing, sales, customer service, accounting/finance and operations. Oh, yes, and as CEO, you are the face of the company. There’s no one else to delegate tasks to, so being incredibly resourceful, strategic in managing their time and all-around resilient are other qualities Freelance solopreneurs must live up to.

It can be successfully done if that is the way you want it! Below are a few technological resources that will help you stay on top of things and maintain a positive mindset while you do.

1. Financial Reporting and Analysis: AI-powered financial tools are foundational for sound decision-making that is informed by your company’s key performance metrics. AI powered financial tools can deliver timely, relevant perspectives to financial analysis and give eye-opening insights into what drives revenue and profit. However, AI financial tools are not one-size-fits-all and the service you choose must align with the your reporting and analysis needs. Predictive analytics for financial forecasting might be a priority.

2. Customer Relations Management: CRM integrates your marketing strategies with AI-powered technology and brings highly useful capabilities by using advanced analytics, market research and automation to deliver personalized customer experiences that increase sales conversions, increase customer loyalty, encourage repeat business and reduce churn. AI can enhance customer acquisition by facilitating targeted marketing campaigns, improving conversion through predictive analytics and making recommendations that help you optimize sales strategies. As well, CRM will ensure comprehensive customer service and a pleasantly memorable customer experience, by tracking and managing all customer touch points—for example, purchases and inquiries—to deliver consistent support.

3. Operations and Workflow Management: AI software systems are powerful tools that can, among other capabilities, streamline work processes and improve operational efficiency by mapping, automating and tracking your workflows to monitor your output and progress. An AI agent can also provide actionable recommendations to address critical operational issues and even augment or correct incomplete or inconsistent data, to help you obtain accurate insights and achieve informed decision-making. By training on historical data, AI models can quickly identify unusual patterns and outliers that might signal quality control issues. 

4. Sales/Marketing Funnel & Leadgen: AI-driven leadgen marketing/sales funnels are able to adjust timing, marketing or sales channels and personalized messages that respond to the behavior of prospective buyers In Real Time. Responsiveness is valuable to you because a lost lead is lost revenue. According to research by Mc Kinsey, adaptive AI-powered marketing/sales funnels reduce prospect drop-off and make a sale more likely. AI can manage customer relations management entries, qualify leads and even handle initial sales interactions via your AI-powered chatbot. AI lead qualification can ask the initial questions, score intent, tag high-quality leads and push the most promising prospects into your pipeline automatically.

Be sure to add a Follow-Up Agent, a software tool that automates the process of staying in touch so that promising leads are not lost due to insufficient follow-up. Instead of relying on manual reminders sent by you, the follow-up agent uses AI to “read” ongoing conversations and determine when and how to reach out, adapting the timing of follow-up and conversational tone depending on how the lead interacts. The system is designed to track engagement signals such as email opens, clicks, or unanswered messages. Based on this information, the follow-up agent does exactly that by composing personalized messages that reflect the context of the conversation and even the role of the recipient.

5. Content Strategy and Creation: AI can draft newsletters, blog posts, social media updates, marketing emails for campaigns and advertising copy, all tailored to specific audience segments and optimized for Search Engine Optimization. AI software can also analyze customer data to segment audiences and automate personalized marketing messages. A Content Repurposing Agent– will transform long-form content (blogs, YouTube, newsletters) into short clips that enable you to extract the full value of your strategies and messages and reinforce their impact by recycling it to the other platforms. Now you can produce social media posts, marketing emails—or even videos that feature you discussing key points of your message and what it means to customers—and using a script that’s inspired by the repurposing agent.

6. Graphic Design: AI is revolutionizing the design industry, making it possible for those who are not design professionals to produce credible graphic designs for your marketing materials that enhance personalization and improve engagement that promotes sales conversations. In a recent McKinsey Global Survey, 65% of participants noted their company regularly use generative AI—nearly double the percentage recorded 10 months before and 69% of marketing and other creative professionals believe AI-enhanced tools boost their team’s creativity. AI can generate numerous ideas and variations based on initial inputhelping graphic designers break through creative blocks and explore directions they might not have considered otherwise. AI is also lowering the barrier to entry for non-designers who need to produce visual content. User-friendly design assistants can guide novices through the creative process, offering suggestions and automating complex tasks. Take a look at some highly favored design software.

7. Cybersecurity & Data Privacy: Managing a primarily AI-driven business presents significant cybersecurity precautions. Small and medium-sized businesses, a category that includes Freelance solopreneurs, are more frequent targets of cybercrime than larger companies, industry research shows. The good news is agentic AI and AI agents are beefing up cybersecurity by automating decision-making. Not only will an AI-powered cybersecurity system enable dynamic access management by adjusting user access based on behavior and risk, in that way aligning with zero trust principles, but also agentic AI will continuously monitor activities, and reveal atypical patterns to identify and mitigate insider threats before they escalate.  Furthermore, agentic AI enhances workflow efficiency by automating tasks like alert triage and incident response, with applications in cybersecurity for autonomous threat detection and response (Lisowski, 2024). Organizations adopting agentic AI for security and governance are reporting significant benefits, including faster decision-making and improved risk management (Chiodi, 2025).

Thanks for reading,

Kim

Image: Freepik

Let Your Data Do Its Job

It is likely that most business owners and other company leaders in America today often describe themselves as “data-driven” decision-makers and strategy builders; data driven is such a self-affirming and empowering term. In Real Time, though, it’s more than likely that rather few business owners and leaders are living the dream. Oh, many, if not most, subscribe to software-as-a-service financial tools, like NetSuite and Microsoft Dynamics 365. They’re also hooked up for customer relations management, thanks to HubSpot and Zoho. It’s almost a given that a growing number of them have waded into Artificial Intelligence, probably starting with an AI-powered chatbot, maybe provided by Ada. Some may have already advanced to an AI digital assistant that will, by human command, expertly perform a variety of routine administrative tasks, such as scheduling meetings, sending standard emails (like vendor onboarding correspondence), or conducting research.

So business owners and leaders are mostly all-in with tech advances—I guess it makes them feel in control and secure. But the real question is, do business owners and leaders—you—understand and trust the data? Are you able to rely on the story your data tells you, the scenario it reveals? If your key performance index (KPI) metrics indicate that all is bubbling along as intended, I’m sure it’s safe to say that you understand which numbers indicate good news. But if one or more KPIs signal an anomaly that could be a warning of developing trouble ahead, would the message communicated by your data push you to take an action of some sort? When a red light is flashing, what will you do and when will you do it?

Do you take advantage of the precious resource of time that your data can give you and use it to take a second look at what may be an unexpected bump in the road? Maybe a KPI metric that’s tracking in the wrong direction will inspire you to check out another KPI to get another perspective on the number that you find rather worrisome? A truly data-driven leader strategy has faith in the scenario that the numbers reveal; those who understand and trust their information have confidence in the story that the info tells them, whether the description is a random shiver, or an obstacle that calls for a strategy and a plan to implement it. In other words, what separates winners from also-rans often comes down to one fact—when its time to make an impactful decision, what’s your usual response? Does your data play a starring role, or does it make only a cameo appearance?

Being data-driven means much more than access to reliable information. How and when you typically engage your info when there’s a potential problem to resolve, or a decision on the table—and even when good fortune allows you to enjoy smooth sailing for a while? So, if your relationship with your data resembles a standing appointment, a special occasion meeting that you faithfully keep once a month, it’s time to join the 21st century? Business owners and leaders who are data-driven IRT know that consistent attention to the data is how you leverage the resource. Identify a small set of meaningful “go-to” metrics—KPIs— to consult because you know they reveal pivotal aspects of company performance. You might choose to follow certain CRM marketing metrics; you’ll definitely refer to your monthly financial statements—Balance Sheet, Cash-flow, P & L—and take a once-a-week peek at, business vital signs that shine a light on basic functioning, such as top line revenue, operating margin, operating cash-flow and the quick ratio calculation. The goal when reviewing your numbers is not to sweat every small fluctuation, but to notice and investigate repeating patterns that could signal the need for a response.

Business owners and leaders who know that the best results are achieved by those who pay attention and act when necessary, avoiding the trap of analysis-paralysis. Verification is a good thing, but refusing to heed the story your KPIs tell you is a waste of your investment in data. It is sometimes wise to wait and see, to confirm the context and avoid a hasty response. But many owners and leaders of also-ran companies tend to hesitate when the picture the data reveals is clear, but perhaps unexpected. Being data-driven is about knowing not only which metrics matter, but also having the discipline and confidence to take action before competitors or other marketplace factors get there first. Winners are able to both interpret the data outcomes and trust the evidence, even when it challenges assumptions. That discipline is what ultimately turns data into a long-term advantage. Companies that consistently outperform others tend to:

  • Monitor KPIs—identify a small set of meaningful metrics to track
  • Look for pattern verification—do two or more metrics indicate that something needs your attention?
  • Make a course correction when necessary
  • Learn quickly from results

Make reviewing reports a weekly activity

The many demands and uncertainties of the 21st century marketplace have expanded the responsibilities required to effectively manage a business. Being data-driven means much more than access to reliable information. How and when you typically engage your info when there’s a potential problem to resolve, or a decision on the table—and even when good fortune allows you to enjoy smooth sailing for a while? So, if your relationship with your data resembles a standing appointment, a special occasion meeting that you faithfully keep once a month, it’s time to join the 21st century. Business owners and leaders who are data-driven IRT know that consistent attention to the data is how you leverage the resource.

Monthly, or even quarterly, reviews of certain reports were once standard—but if you aim to be responsible steward, it will be necessary to be more vigilant. By the time a quarterly report suggests that a certain development could be a problem, the trouble may have been brewing for weeks. Even a monthly review of KPIs can give too much of a head start to a matter that’s about to become urgent. One of the ways that stronger organizations maintain an advantage is to proactively pay close attention to business activity. Smart owners and leaders check their guiding KPIs frequently and, depending on your business, that could be weekly, or even daily (especially if you operate a restaurant). Looking to see whether things are moving in the right direction and thinking about an intervention you can put into motion if they’re not, is standard stuff these days. You want trustworthy forecasting that helps you avoid unfortunate surprises. Hot points might include:

  • Change in customer demand patterns—are certain customers not reordering as often as they once did?
  • Weakening customer engagement—are your usual social media groupies responding to posts less frequently?
  • Early signs of margin pressure—are prospects hesitating and pushing back against your pricing?
  • Is a supply chain obstacle increasing the amount you pay to acquire what you sell, or are you waiting longer to receive orders?

Understand which customers deliver the most growth

Business growth can be misleading and make you surprised to find that what appears to be growth has a shadow side. Meaning, your Profit & Loss Statement can reward you with an increase in quarterly revenue and simultaneously punish you with a shrinking profit margin that’s occurring because the cost of producing or acquiring the products or services you sell have increased. If you decide against raising prices because you fear that customers will not accept an increase— A savvy data-driven leader will turn to the metrics to research questions like:

  • What factors have caused production or acquisition costs to increase?
  • How can your company more efficiently produce the product or service that is sold? If you can make better use of your time, what you gain can be applied to another task and that may save you money. If you acquire what you sell, research the availability of vendors who may offer a lower acquisition cost and attempt a supply chain remedy.
  • Consult your CRM data and learn which customer segments or acquisition channels have a positive impact on growth—bring in the most revenue, profit and your highest Customer Lifetime Value. Also, are there certain customers who generate the most repeat business and referrals?

Treat pricing as an experiment

Pricing strategy is one of the most powerful factors in any business and yet many organizations treat it like a permanent decision — something set once and revisit occasionally. You may find, however, that once you’ve decided whether your company’s market position— high end, mid-market, or economy and identified the optimum profit margin range needed to make the entity viable, you can be more flexible about the prices you set than you may have imagined. Why not approach pricing as a learning process that’s supported by your CRM data? They analyze how different segments respond to price changes or special discounts. It may surprise you to learn that what appears to be business growth has a shadow side.

Your P&L is showing you a nice increase in quarterly revenue but disappointing you with a shrinking profit margin—maybe because of a supply chain issue—you may not be boxed in by a competitor who can afford to price more conservatively. Maybe you can make a modest price increase and make it work?

  • Are certain customer segments more sensitive to price increases while others are resilient?
  • Is there a good strategy to help “sell” customers on your price increase?
  • Will a small price increase change customer behavior?

Experimentation doesn’t need to be complicated. Small controlled tests can reveal a lot about what customers can truly value. Price increases can be passed to new customers only. Long-term customers may be more likely to accept the increase when you contact them personally and explain your now higher production, acquisition costs, or other operating expenses. They will get it. Extending the payment terms to customers who may have difficulty adjusting to an increased price might also be a good solution. Over time, these insights and experiences may lead to smarter pricing decisions and healthier margins.

Thanks for reading,

Kim

Image: © The Corporate Finance Institute

Hit Back and Budget for Cybersecurity

Friends, it’s getting ugly in America. Criminal acts of every sort appear to be multiplying (or maybe the 24 hour news cycle makes it seem so?). Violent crimes are the most frightening and with good reason, but cybercrimes also victimize those who it touches, and create white collar violence for businesses and private citizens. Numerous sources can confirm that it is not my imagination that this pernicious crime is becoming more common and dangerous.

Earlier this month, nearly 280 million students at 8,8oo+ schools, who were in the midst of studying for final exams, were confronted with a ransomware data extortion attack aimed at Canvas learning management system. Students at Georgetown University, University of Pennsylvania, MIT, Harvard University, Duke University and Princeton University, plus Oxford University (UK) and schools in Australia, the EU and other US schools were impacted. Canvas went dark on May 1 and could not function until May 7, stranding students who were unable to submit assignments or study. The cybercrime syndicate threatened to leak student data—names, email addresses and student ID numbers, but not birthdays, government IDs, or passwords, which could not be accessed—unless Canvas made a payment. Instructure, the Canvas parent company, paid an undisclosed amount to the gang on May 12. Other noteworthy recent cybercrimes include a data breach at both booking.com (April 2026) and Dell Technologies (May 2026).

Cybersecurity Ventures estimates that cybercrime lost $10.5 trillion in 2025, making it a voracious, globally and universally impactful expense that continues to escalate Cybercrime To Cost The World $12.2 Trillion Annually By 2031. The average cost of a data breach in 2025 exceeded $4.4 million worldwide, but exceeded $10 million within the US, driven not just by clean-up expenses, but also costs associated with system downtime, legal fees, regulatory fines and diminished brand trust, as noted in Global Data Breach Costs Drop But Lack of AI Risk Mitigation Poses Problems, IBM Report Finds These numbers indicate a fundamental change: company failure now directly correlates with cybersecurity failure. The numerous disturbing reports unequivocally indicate that cyberthreats are not just occasional incidents, but an ongoing menace. Common cybercrimes that often target individuals include:

  • Digital skimming is the set-up for unauthorized use of your credit or debit card information; it is also a potential gateway for identity theft. A skimming scam is often impossible to detect until the fraudsters raid your credit or debit card at an ATM machine or use your money to splurge on an unauthorized shopping spree. Favorite skimming locations are point-of-sale terminals at gas stations and mobile commerce markets. E-commerce websites whose check-out page has loose security measures is another favorite portal for malware that enables the capture of credit or debit account numbers—and maybe other sensitive info as well. For in-person transactions tap your card when the option is available, rather than inserting your chip card into the terminal, to avoid using the magnetic stripe that exposes your name and account expiration date. Regarding online shopping, digital skimming of a website is essentially impossible to detect. An old-school work-around is to phone in your order and speak with a human sales associate (or virtual assistant) to guarantee that your order is legitimately processed. Another option is to ask your bank to generate a virtual credit card for you, a temporary card that’s linked to your card account. If a virtual card number is hacked by a skimmer, the number cannot be reused; also, you can deactivate the stolen virtual card without affecting the real card. You might also use Pay Pal, Google Pay, or Apple Pay for card purchases; they are digital wallets that use tokenized payment data and don’t transmit actual card numbers to the merchant. If an e-commerce site is compromised by a skimmer, the cybercriminal will be unable to obtain your card info. Finally, it’s a good idea to set-up instant notifications for all credit and debit card transactions and receive activity alerts via text message or mobile app. This won’t prevent skimming, but it will help you learn of unauthorized charges immediately so you can call customer service.
  • Phishing attacks are carried out by hackers who send emails that appear to originate from a trusted source. Obtaining usernames and passwords and asking you to download a file—which will contain malware—is the goal. There is a variation of this crime, known as spear phishing, when cybercriminals research targets to learn personal information and use it to craft relevant messages that is sent to targets as a way to build trust and more easily persuade them to drop their guard and enable the scam. The best way to avoid a phishing attack is to pay attention to the sender’s email address. For example, if your city or town appears to be the sender of an email that asks you to reply by sending your payment card number to settle a certain municipal bill, maybe a water or tax bill, remember that the email address will be .gov and not .com, or .biz., for example.
  • Are you a robot? Now there’s a Captcha scam prowling through our digital networks, lying in wait for compliant targets who are just trying to log onto a website. The goal is to introduce a virus to your computer by installing malware that will allow cybercriminals to obtain access to all manner of sensitive information, from your workplace or personal email logins to your financial account credentials, such as crypto-currency wallets and other payment system info. The Captcha cybercrime can even hijack your browser and subject you to an avalanche of pop-up ads and other online annoyances. If Captcha asks you to not only check the box and verify that you are not a robot, but also asks you to press a sequence of keys, open a “run” box, or copy/paste a code, it is a scam. Close the window and disconnect from Wi-Fi immediately.
  • Social engineering is a growing enabler of cybercrime. Basically, the hackers ask you to open the door and let them in. Social engineering is a form of psychological manipulation used to control a targeted individual. It employs universal human traits such as trust, curiosity, fear, politeness and deferring to perceived authority to trick individuals into revealing sensitive information or performing actions that compromise security—because they think they should. Phishing and spear phishing are examples of the con. Cybercriminals have figured out that human beings are the weakest link in the security system; it’s easier to trick someone into providing sensitive information than it is to locate security gaps in computer systems. Attackers use a variety of social platforms and other methods to engage in deceptive behavior that’s devised to hoodwink unsuspecting victims. The hackers encourage, or even coerce, their targets into disclosing restricted credentials and other sensitive data to obtain access to devices, digital information, or company facilities. 

Advances in digital technologies have, unfortunately, facilitated the emergence of increasingly creative cybercrime syndicates. What was once often a “belt + suspenders” strategy implemented by the more prudent business owners, comprehensive cybersecurity measures are now a must-have component of an effective risk management strategy. Today, a robust cybersecurity defense is not only an operational competitive advantage that promotes organizational resilience, but also a strategy that strengthens the brand reputation by protecting both organizational and customer data. Going forward, companies of every size must accept that cybersecurity is now a standard business expense. As per Andrew Rinaldi, co-founder at Defendify, a cybersecurity provider, an overview of common cybercrimes that target organizations are:

Denial-of-Service (DoS) and distributed-denial-of-service (DDoS) attacks

A Denial-of-Service attack overwhelms your device or company network operating ability and prevents legitimate users from accessing the system. The DoS attack bombards the victim with a flood of traffic or information designed to crash the system. Unlike other types of hacking, DoS attacks are usually initiated by an aggressive competitor who uses the attack to disrupt your website and gain an advantage. Another DoS attack motivation could serve as a diversion for an even more damaging cyberattack, such as a ransomware takeover. A DDoS attack is a ratcheted-up DoS attack, intensified by launching the takeover from multiple host computers. This type of attack overwhelms a company’s website or online service and causes it to malfunction and otherwise become inaccessible.

Man-in-the-Middle (MITM) attacks

An MITM attack occurs when hackers literally insert themselves between the user and the services s/he intends to interact with. The MITM cyberattacker intercepts communication between the user and the platform by imitating the website and hijacking online activity—think eavesdropping. In some cases, email conversations can be intercepted and altered, if the attacker decides to control the conversation. Obtaining the ability to make unauthorized purchases by stealing credit and debit card account numbers and other financial credentials that may include identity theft is the usual motive. Unfortunately, no single method can prevent all types of MITM attacks. However, requesting that site users choose strong passwords, requiring multi-factor authentication for user login and using a virtual private network (VPN) to encrypt network traffic and avoiding the use of unsecured public Wi-Fi service.

 Drive-by-download attacks

These attacks have the ability to spread malware throughout a wide geographic area. In this scenario, the cyberattacker digitally tracks insecure websites that are susceptible to hacking and inserts the malicious code into vulnerable sites. When an unsuspecting website visitor accesses the infected site, s/he might unintentionally download and install malicious code or be redirected to a fraudulent site created by the attacker. Unlike other types of cyberthreats, a drive-by download doesn’t require the user to take an action, like clicking a button or opening an email, to be infected. All you have to do is visit a website—yikes!

The best way to prevent this type of attack is to keep their internet browsers and operating systems updated and avoid insecure websites, whenever possible. The drive-by is yet another reason to speak with a website security expert to obtain a vulnerability assessment and discuss what you can do to preserve the functioning of your website, the privacy of your data, the trust of your customers and the integrity of your brand.

Ransomware

Ransomware is the leading cyberthreat in the world. As of 4Q2025, 24% reported a ransomware attack, up from 18.6% in 2024. The rise of ransomware cybercrimes is driven by artificial intelligence and the increasing sophistication of phishing schemes. Phishing is the leading attack vector of ransomware cyberattacks and 46% of the ransomware targets confirmed that a phishing attack led the way. Stolen credentials accounted for another 25% of ransomware attacks.

Ransomware continues to become more user-friendly and sophisticated, most recently with the availability of (are you ready for this?) Ransomware-as-a-Service, which allows less technically gifted criminals to carry out attacks, enabled by deepfake technology that makes it easier to outwit security systems. Furthermore, new and more anonymous cryptocurrencies have made it easier to transfer, launder and spend the ransom money without being traced. To coax targets to pay up, hackers commonly resort to various threat campaigns, such as data theft and public disclosure. See the Canvas ransomware attack that hijacked final exams and papers.

Agentic cyberattack


AI agents help hackers to launch more sophisticated and damaging attacks by making it easier to identify weaknesses in cybersecurity systems. Unlike traditional attacks that rely on humans to make decisions and coordinate the action, agentic cyberattacks use agentic AI systems that mimic human decision‑making—only better. AI agents can operate with limited human supervision and also adapt to changing circumstances in real time. Often, multiple AI agents work together, with each handling different tasks. Meaning, an AI agent can carry out the cyberattack. It can execute complex, multi‑stage attacks faster and more consistently than human teams and its ability to quickly adapt makes detection harder, because the attack strategy can change dynamically IRT, if necessary.

On the defense side, Agentic AI and AI agents are beefing up cybersecurity by automating decision-making and adapting to evolving threats (Columbus, 2025). AI systems enable dynamic access management by adjusting user access based on behavior and risk, aligning with zero trust principles—that is, no social engineering con games. Additionally, agentic AI continuously monitors activities, identifying anomalous patterns to detect and mitigate insider threats before they escalate.  Agentic AI enhances workflow efficiency by automating tasks like alert triage and incident response, with applications in cybersecurity for autonomous threat detection and response (Lisowski, 2024). Organizations adopting agentic AI for security and governance are reporting significant benefits, including faster decision-making and improved risk management (Chiodi, 2025).

Deepfake and synthetic cyberattacks
Attackers increasingly use deepfake audio and video to impersonate trusted individuals to gain access to secure systems—more evidence of social engineering. Deepfake video and Generative AI have introduced new risks by making impersonation and fraud more difficult to recognize. The technological advances have given rise to a growing underground economy that offers Deepfake- as-a-Service to cybercriminals by creating customized audio and/or video clips that impersonate requested high-ranking trusted targets who can “authorize” the crime.

In other words, phishing campaigns are now trending toward workflows. for example, a bank manager wired $35 million after receiving a call from a director at the bank, whose “voice”—which in reality was an AI clone that gained trust by way of forged emails—he thought he recognized. Financial approvals, vendor onboarding, contract renewals, payroll changes and legal sign-offs are especially vulnerable to deepfake attacks. These workflows often assume legitimacy because they are frequent requests and time-sensitive. Instead of sending a single malicious email, deepfake attackers simulate full conversations. They build rapport. They reference previous messages. Over time, they can create a narrative that feels real. These conversations are all-too-often able to position the ultimate request—the crime—as simply doing your job. Deepfake phishing and synthetic cyberattacks succeed because the scam avoids obvious red flags. Content doesn’t read as malicious. Sender email looks legit. Context makes sense. Nothing seems suspicious.

Assess and implement your cybersecurity needs

Small and medium-sized businesses, a category that includes Freelance professionals, are more frequent targets of cybercrime than larger companies, industry research shows. The hackers know that smaller organizations often do not have the funds to install a sophisticated cybersecurity system (per social engineering). Because the devil never sleeps, you must realize that it is time for Freelancers and SMB owners to provide a line item budget for cybersecurity. Finding that budget may be a stretch but compared to the cost incurred if the unthinkable happens, the additional expense will seem quite reasonable. Take a look at your P & L to see where you might be able to trim an expense. Better still, brainstorm how you might be able to increase monthly revenue, if only modestly. Research cybersecurity providers to receive an assessment of your digital system and pricing info. The time to act is now, before the bad guys (and gals) discover your business.

Thanks for reading,

Kim

Image: © Gorodenkoff Productions for iStock

Three Actions To Boost Business Revenue Right Now

Welcome to Entrepreneur World! Owning and operating a business is an impressive achievement and those who can make it happen deserve a big round of applause. However, not all will be rosy. Becoming the steward of a business entity can be overwhelming and sometimes, even frightening. You are sure to be confronted with enough unanticipated events to make you feel as if only the strategic savvy of Hannibal could help you navigate either the obstacles or opportunities. Launching a business entity that you can build into a sustainable success demands that you figure out and put into motion a series of actions that will enable the enterprise to predictably generate sufficient revenue to become profitable (as you define it). On that note, you will be pleased to know that credible business advice is available to lead you through the obstacles and uncertainty that can block your path to success.

Whether you entertain thoughts of creating a company that will hire numerous employees and produce annual profits of seven figures or more, or your vision of entrepreneurship is a more personal reflection that will employ only you, but will nevertheless consistently generate a robust annual profit, know that there is a dependably effective formula that promotes entrepreneurial success. Trustworthy experts in the theory and practice of business entrepreneurship agree that the following activities are recognized as the pillars of a business entity and in tandem will develop a pathway that leads to a thriving and profitable company:

  • Marketing/ Sales, which can also be called business development, facilitates the introduction of prospective customers who have the money and motive to purchase the products and/or services offered
  • Operations, to facilitate back-office administrative functions and fulfill after-sale expectations; such as quality control, packaging, shipping, customer service and the customer experience
  • Finance, to ensure that there is enough money available to enable business development and operational activities

When aligned, these foundational actions—you recognize them as business strategies—have the capability to cultivate vigorous business growth that drives long-term and sustainable success. In anticipation of purchases, the marketing/sales pillar keeps the business owner focused on getting the service or product in front of the right prospects, articulating the right message to the most promising prospects and strengthening client relationships—actions that drive sales revenue and profit and support business development. Back-office administrative functions that can involve professional development and training for yourself and any employees, along with consistent quality control for products and/or services and after-sale follow-up that supports a memorably pleasant and efficiently delivered customer experience are within the realm of operations. Astute financial management, from appropriate record-keeping and analysis to financial forecasting, ensure that optimal funding of all essential business activities is available.

1.Marketing/ Sales

Marketing and sales, which collectively are the core of business development, positions you to promote consistent revenue growth, develop the dependability and trust that cultivates a strong and appealing brand and also foster beneficial client relationships that inspire repeat business, referrals of new clients and limits churn. Business development sets the stage for business growth by introducing your service and/or product to prospective clients; it is the art of identifying and encouraging sales revenue and related growth opportunities. An important objective of business development is to create a repeatable process that you can use to find new business opportunities and turn them into additional income.

Central to the development of marketing strategies will be market research, which brings data and other insights that show you the environment your product or service will enter. A client demographic info provides, for example, geographic distribution, age range, annual income range, or education level. That information will form the basis of a client persona.

To obtain credible, often actionable, boots-on-the-ground marketing and sales insights, consider investing in social listening so that you can tap into real-time conversations that take place across social media, online forums and review sites like Yelp and Trip Advisor. You can sharpen your marketing strategies and campaigns when you discover what really matters to users of your solutions (and competitors’ solutions). Unlike traditional marketing research, social listening delivers continuous, authentic, in real time user feedback that reveals customer sentiment. You might also get a heads-up on emerging trends and other developments in your industry that help you identify market opportunities. Guided by social listening info, you can refine, adjust, or discontinue certain marketing strategies, as you monitor your closest competitors—and boost the effectiveness of marketing strategies, campaigns and messaging.

The activities discussed above will also inform your development of an efficient and effective method for qualifying leads, communicating with prospects and educating prospective clients to give them the confidence to close deals. This includes implementing a follow-up structure through CRMs, ensuring that no leads fall through the cracks while providing the opportunity for timely follow-ups, which can make or break deal negotiations. Also, identify opportunities to offer additional services by upselling and cross-selling existing clients, unlocking additional revenue streams. getphyllo.com/post/social-listening-strategies-business-impact

2. Operations

While business development, supported by sales and marketing strategies and campaigns, is about obtaining clients, operations is about keeping clients happy once they agree to do business with you. Efficient operations processes ensure that an organization functions seamlessly, delivers a consistently memorable customer experience and maintains the high standards that keep clients coming back.

Operations include everything from client onboarding, employee training, customer service, quality control and compliance. Packaging and shipping don’t exist just to deliver a product or service—these services contribute to the goal of ensuring a pleasantly memorable experience that meets or exceeds their expectations of all of your clients.

Quality control is another critical part of operations. Whether it’s a restaurant ensuring that every meal is prepared to the same standard or a service-based business following strict protocols, consistency is what builds trust and loyalty. Clients return because they know what to expect and familiarity is reassuring.

3. Finance

It’s no surprise that chief among a business leader’s responsibility is protecting the financial health of the entity. One important duty of a business owner is to you maintain good financial records, whose primary purpose is to keep yourself apprised of the financial condition of the business and also steer you into making wise business decisions. Three financial statements—Cash-flow, Profit & Loss (Income) and Balance Sheet will be your guiding star for smart planning. Timely filing of your entity’s quarterly and annual taxes are also necessary to comply with legal requirements.

Fast-track growth

Growth is the goal of every business and there are several pathways to the destination—for example, merger and acquisition, where you, business owner and leader, will negotiate a buy-out payment that could mean you either merge with or acquire another company, or agree to sell your business to another entity and allow your company to be acquired. The buy-out or merger will result in a larger client base, expanded product or service and more plentiful working capital and other financial resources that represent business growth for both parties. The merger or acquisition might result in a new management role for you in the newly configured entity; conversely, you may become “silent” and limit your post-sale commitment to accepting the sale price.

Organic business growth is the most common growth strategy. Freelancers who achieve organic growth typically do so by winning more and/or more lucrative clients. Developing additional services or products to add to your portfolio of offerings is another method of achieving organic growth for single-person Freelance entities and small or medium-sized businesses. Organic growth is a solid business growth strategy that can ultimately position a business entity for long-term future success. 

Thanks for reading,

Kim 

Image: N. Hitchcock Collection. Kaparoko, Papua New Guinea (1962)

Newsletters Are Back

Marketing mavens have rediscovered the newsletter. After a period of what could be called benign neglect, when this once standard marketing tool fell out of favor and was sidelined, the reappearance of newsletters represents a long overdue acknowledgement of data-verified performance results. Without question, the newsletter has for several decades been among the most effective promotional and relationship-building resources in a marketer’s arsenal.

Some of you reading now may have once looked forward to receiving a favorite newsletter that was delivered by your postal service. Then, in the early 2000s, your humble newsletter demonstrated its agility and responded to the new technology known as email, and seamlessly adapted from hard-copy to digital format. In fact, it can be successfully argued that the multi-faceted, hard-working newsletter was the original email marketing content. The format has again demonstrated that it is an effective, and therefore valuable, component of well-conceived marketing strategies and campaigns. Marketing thought leaders have joined the cheering section, calling digitally distributed (i.e., email) content marketing as foundational to long-term business growth.

Newsletters by definition are communication tools that facilitate engagement and relationship development with readers—that is, current clients, past clients, prospects and also colleagues and peers who’d like to familiarize themselves with your business—and you. According to a 2026 report published by Newsletter Industry Statistics, 78% of B2B marketers use newsletters to generate leads and 60% say newsletters are their top driver of customer retention—which, BTW, invites repeat business. A well-composed newsletter can showcase your entity, and you, in many ways:

  • A platform for you to tell your brand story
  • Cultivate client relationships, inspire trust in prospects, re-engage past clients
  • Demonstrate your thought leader expertise
  • Nurture brand loyalty
  • Make announcements and updates
  • Present product or service spotlights
  • Generate website traffic and sales

Because your newsletter is capable of influencing more people than you may realize, and in more ways than you might imagine, it is imperative that you make it a good read. You have a story to tell; ensure that the information you share is relevant, timely and compelling. Spice up the text with a splash of appealing visuals that aligns with your narrative, using both still images and (short) video clips. Be sensitive to reader attention spans as you compose your newsletter: three pages, or about 500-600 words, is probably suitable for most but still images will expand the page count. Furthermore, your newsletter (and all of your marketing emails) should adhere to mobile device specs, because 60% will be opened on mobile. As for scheduling your newsletter, monthly is an acceptable frequency known to build and maintain reader engagement.

Make it relevant, visually interesting and personal

Before you commit to producing a newsletter for your Freelance entity, decide what you’d like your newsletter to do for your business? Would you like to increase brand awareness, generate leads, nurture relationships, or boost sales? In most cases it’s all of the above, but it makes sense to know your destination before you set off on a journey.

When you’ve clarified the purpose, you can confidently choose topics for articles and other content that will guide your creation of an effective marketing tool. Your customer relations management data will reveal what your clients want to know and, even better, can segment clients into groups based on relevant distinguishing criteria, such as for-profit or not-for-profit designation, pain points or goals that motivate clients to seek out your solution, purchase history, or frequency. By segmenting your audience, you can then tailor certain elements of your newsletter content to each group and in that way enhance the relevance, personalization, engagement and, ultimately, sales revenue generated. Artificial Intelligence software will optimize the insights provided by your CRM data, that can accurately pinpoint client preferences, priorities, behaviors and challenges. Moreover, AI software such as ChatGPT, Grammarly, Ideamap, or Microsoft Copilot, for example, can facilitate the brainstorming and idea generation process and present to you potentially dozens of interesting newsletter topics that would address the focus of your target newsletter reader groups.

According to data reported by Exploding Topics, approximately 72% of newsletter subscribers are motivated by a desire to either stay up-to-date with company happenings or learn about a topic of interest when they choose to subscribe to a newsletter. Surprisingly, when given the option of receiving updates about your brand by way of social media or an email newsletter that slips into their inbox, 90% of readers choose to receive your newsletter.

So there is your mission—identify headline topics that will be segmented by personalized interests and priorities and made available to readers based on what resonates most, as a way to encourage relevance and value that readers will associate with your newsletter, as well as your company. With assistance from your CRM and AI resources, you will learn which topics that a critical mass of readers would like to take a deep-dive exploration into, and also topics for which they’ll be pleased to receive just basic info. Lastly, readers will appreciate quick and visible access to links that announce upcoming events, perhaps some in which you’ll have a featured presence, such as a podcast, webinar, or teaching assignment. Ideally, your newsletter will function as a portal for conversation with your clients and prospects. Make it interactive by including a mix of content that they’ll anticipate reading every month, such as:

  • Links to your blog or other useful articles
  • One deep-dive article
  • Poll or survey
  • Product or service spotlights
  • Call-to-action
  • Special events—your speaking or teaching engagements, participation in charity events

Thanks for reading,

Kim

Image: courtesy of the Louvre Museum, Paris, France. Muse Reading Greek (Boeotia) circa 435-425 BC

Rainy Day Strategies to Cushion Financial Uncertainty

There’s been lots of talk about the U.S. economy over the past year or two and bad news has dominated the narrative. Rounds of lay-offs continue at enterprise companies: Nike announced plans to shed 1,400 jobs in April; Dell cut 10% of its workforce in March (11,000 employees), for the third year in a row; on May 5, the cryptocurrency exchange platform Coinbase announced a planned lay-off of 14% of its staff, or about 700 employees. Even the popular building contractor rating platform Angie’s List announced in January that 350 jobs would be cut this year.

Your one-person Freelance empire may be holding up despite lay-offs and rising gasoline and grocery prices but even those of you who hold the working capital needed to maintain normal business operations, pay living expenses and continue to fund your retirement account may nevertheless have a gut feeling that warns you to spend cautiously and trim expenses to bolster your savings cushion. An analysis of your financial position is how you begin your resiliency campaign.

Assess business financial condition

The road to financial resilience begins with examining the business’ financial position by conducting a cash-flow analysis. The process will reconfirm the sources of your earnings and how much you pay to keep the business rolling. The cash-flow analysis will illustrate how and when revenue streams bring money into the business (receivables) and the timing and costs of operating and other expenses (payables) that take money out of the business. You’ll take the measure of how and from which sources business revenue is derived, as well as your spend for fixed and variable expenses. You’ll also confront the business top line earnings (gross sales) and bottom line (net) earnings. Your mission is to analyze cash-flow over 12 months, and making note of seasonal variations, so that you’ll obtain a big-picture understanding of your entity’s financial rhythms.

The cash-flow analysis invites your business to “tell” you where you’re making money and where you spend perhaps too much and should consider a less-costly alternative. Identifying areas where spending has you leaking cash is especially helpful if local or national economic conditions make clients inclined to limit the billable hours that feed your revenue. Fewer billable hours will magnify those pesky financial gaps and escalate the impact of a cash crunch crisis, should it occur. Ask your accountant or bookkeeper to run the numbers, or contact your local Small Business Association SCORE to make an appointment and obtain some (probably) free and trustworthy business finance management assistance.

Build a budget that reflects financial reality

Kick-off your fat-trimming budget project by reviewing variable and fixed expenses and verifying how each one contributes to maintaining operations, supporting business growth, supporting customer service and the customer experience, or enabling professional development that reinforces your standing as a thought leader and expert in your field. Whatever expenditures do not at least indirectly support the business or your professional position may need to either be funded at a more modest level or eliminated. Developing your revised budgetary focus does not, however, mean that you must slash as many expenses as possible. Your new budgeting approach should be strategic and guided by business goals and economic reality. Here are useful guide posts:

  • Cut expenses that do not support revenue generation, business operations, or the customer experience.
  • Protect spending on marketing and sales functions to encourage revenue, e.g. client acquisition and retention.
  • Build a cash reserve that can float three to six months of business operating expenses.

Use scenario planning to forecast a worse-case possibility and use that perspective to forecast the next 12 – 18 months of operations. What might your finances look like if revenue drops 10%? Next, consider a more disturbing future and forecast the financial challenges you would likely encounter if, heaven forbid, revenue drops by 25%? It doesn’t feel good, but the scenario planning component of your financial defense plan will force you to anticipate how you might manage and inspire you to think of how to cushion those harsh and stressful circumstances with some savvy advance planning. It’s always easier and more effective when difficult decisions are evaluated and potential remedies are devised when you are calm and not in a panic.

Before any storms arrive, remember that your best defense is a good offense. If at all possible, delay major capital purchases, but remind yourself to avoid severely slashing your marketing budget. You may decide to shrink it, but do not lose sight of the power of consistent marketing and its place as one of the three pillars of a healthy business. Companies that maintain their marketing presence during business downturns consistently outperform businesses that sharply limit marketing activities when the recovery arrives.

In fact, refocused marketing strategies and campaigns could surpass the effectiveness of your current, perhaps more costly, activities. Stepping back from certain paid advertisement and instead doubling down on publishing marketing content—which will cost time, that other valuable resource—could yield excellent results. To the best of your ability, and in accordance with what aligns with your business solutions and customer personae and preferences, consider one or more of the following:

  • Invite a client to participate in a written or video case study. It’s a highly persuasive tool that guides prospects to envision how your solution could resolve their challenge or help a mission-critical goal to be reached.
  • Look for opportunities to portray yourself as a thought leader; that could include moderating or appearing on a panel, speaking at a local business or industry conference or other meeting, teaching a credit or noncredit course in a subject that is aligned with the solutions your company provides, or obtaining an invitation to speak in a webinar or podcast.
  • Look for public relations opportunities that will enhance your visibility and strengthen your brand image. If you are teaching or speaking at a venue that’s open to the public, send a press release to a community newspaper or event listing sites. Also, post your speaking or teaching engagement on your website and social media platforms.

Diversify revenue streams

If your Freelance entity offers just one product or service, you are potentially quite vulnerable to the winds of economic instability. A shift in the competitive landscape, or a new tech product, for instance, can threaten your ability to make a living. Especially in a solo earner household, if revenue earning opportunities become scarce, the outcome could be difficult.

You might not see a quick fix for your problem, but you could create one by asking a question. That is, it could be worth your while to ask clients with whom you are currently engaged if they might be interested in expanding the work you do for them? Frame your proposal in a way that illustrates a desirable and tangible competitive advantage that the client’s company would obtain when your expanded work is implemented. Your clients may help you make lemonade of the lemons and provide you with a new income stream that you hadn’t considered. A complementary service that can be delivered as an add-on or upgrade might also inspire a client to envision how you might bring more value to his/her organization. Similarly, tiered pricing that offers a lower cost basic option as well as a higher-priced premium alternative that provides more extensive service, could bring a new revenue source to your organization.

Then again, it may be more feasible to develop an external revenue stream and explore the possibility of a side hustle. You may have noticed that most mentions of side hustles involve an entrepreneurial angle but that does not have to be the case. Traditionally, a side hustle was an under the radar job that wasn’t discussed with your colleagues. Just 10 years ago, a side hustle could have found you plowing snow in winter, clearing out dead leaves in autumn and performing basic yardwork such as weeding, mowing lawns and pruning forsythia and rose bushes in spring and summer.

BTW, independently or traditionally employed workers who take on a side hustle are for the most part not in financial distress. In fact, those who earn $150K annually are more likely to have a side hustle than those who earn $25K – $50K per year. But regardless of your financial circumstances, a side hustle is a way to future proof your financial position and build a cushion against financial uncertainty.

Leverage external financial resources

Grants, SBA loans and alternative lending programs are created to support business leaders as they plan to scale or aim to increase working capital that’s intended to protect viability during difficult business conditions. If rumors of possible economic uncertainty reach your ears, envisioning what a survival plan for your entity might look like is smart thinking. Sooner rather than later, make it a point to research your options, so that you are apprised of eligibility requirements and timelines that will allow you to prepare and survive.

If your business is carrying significant debt, understanding the landscape of small business debt relief options, including what’s available through programs like those outlined by the Consumer Financial Protection Bureau, can be the difference between survival and losing your beloved business. Also, revisit external financing strategies that match your repayment timeline to your cash-flow cycle.

In closing, be aware that economic instability that periodically occurs in your marketplace is not unusual. Every independently employed professional, traditional business owner and even employees will experience financial challenges at least once. Business leaders who consider financial resilience a given for which they consistently prepare, instead of an emergency response that’s cobbled together in a panic not only survive financial fluctuations, but often emerge stronger once “normal” business conditions return.

Thanks for reading,

Kim

Image: © New England Coin Exchange Cranston, RI

Don’t Close the Sale, Educate the Client

What does it take for you to bring in sales that convert prospects into clients? Perhaps you are a silver-tongued charmer who is capable of successfully “closing” a sale with almost any prospect? Or is the usual outcome of your sales process sort of hit or miss—not a disaster, but no one would wonder if you have a license to print money?

As you’ve done when unraveling other business obstacles, dissecting and analyzing how you sell, meaning that you’ll study the usual trajectory prospects follow when they include your service or product in their buyer journey—from the initial demonstration of the prospect’s interest to the outcome, when the prospect either becomes a client, or moves on to your competitor. Whatever you learn will indicate which of your intentions are not landing and may also direct you to the remedy. Begin with a review of sales basics.

  • Have you identified your ideal client and how to access them?
  • Do you know the usual pain points or goals that motivate prospects to consider your company?
  • Have you priced your offering appropriately?
  • How clear and convincing are you when articulating your unique sales proposition?
  • What’s your sales success rate when you must respond to an objection?
  • Are you able to detect buying signs that tell you when it’s time to ask for the sale (which could mean the prospect must contact the decision team and recommend a yes vote)?

If your analysis reveals that either your USP is vague and falls short of articulating the strengths of your offering, and maybe even leaves you vulnerable to objections that signal questions about its performance, you have a messaging problem. Attempting to defuse objections is not the cure for prospect hesitation; and bringing in a sale is no longer about dropping magic words that you hope will result in converting the prospect into your client. Enabling B2B sales in the post-pandemic ecosystem often requires that you educate prospects by presenting content marketing info that addresses their priorities and concerns and will, brick by brick, demonstrate that your solution is effective and reliable.

You must keep in mind, though, that the B2B sales process has become opaque; prospects developed an appetite for no-contact buying during the pandemic and the habit has become entrenched. Research from Gartner found that B2B buyers prefer a buyer journey that requires little to no contact with sales reps or other vendors (e.g., Freelancers); findings showed that 75% of buyers prefer to have little interaction with sellers. For that reason, B2B buying journeys and decisions are increasingly made without Freelancers or sales reps. If prospects must make contact to explore a question or two when evaluating from whom they might purchase, they hold tight to the self-serve, Do It Yourself mode. “I can handle this,” they say and you have little to no opportunity to influence, or even interact, with your prospect.

If interaction with the Freelancer or sales rep is unavoidable, a short list of “finalist” vendor candidates is typically contacted to schedule a product demonstration or learn the details of implementing and obtaining the service. But by the time you or any other vendor learns that a possible sale is in progress, the sale is already in BOFU, bottom of the sales funnel; too much has transpired to allow you to exert some control and influence over the sale. Any “sale closing spiel” is circumvented as you realize that you’ve stumbled into a decision that’s well underway—-without you. But Gartner research also revealed an upside, if you choose to see it that way—DIY online purchases are far more likely to result in buyer’s remorse.

Closing versus education 

Of course! Unless the prospect is re-ordering a service or product with which there’s been direct experience, it is unwise for prospects to assume they can successfully navigate the ins and outs of the purchase without guidance. They don’t know what they don’t know.

You designed your marketing/sales funnel to facilitate the initial stages of a buyer journey that’s conducted online and in DIY independent mode. Prospects whose level of interest brings them to MOFU and its gated content should feel comfortable to make email contact to identify themselves and request the info they’d like to view. The plan was for the Freelancer to thank the prospect for his/her interest, send the gated content and begin to discreetly monitor and guide the sales process. In so doing, Freelancers could also save any wayward prospects from themselves by being available to answer questions and make recommendations that encourage a successful experience with the product or service.

In fact, Gartner research indicates that those with sales responsibility should provide marketing content that captures the attention of prospects because the info communicates the value of your service or product and facilitates the decision process. The content must be relevant and aligned with the pain point that the prospect must resolve or goal that must be attained. That’s how a well-designed sales/marketing funnel should work.

More than ever, high-pressure sale “closing” tactics are not what typical B2B clients respond to today. The best way to bring in a sale in the current zeitgeist is to present a rational, evidence-backed case that reveals how and why your solution will effectively and efficiently resolve the prospect’s pain point or facilitate achievement of the goal. Rather than dwelling on product or service features and benefits, a strategy that was a given in 20th century selling, the best recipe now for Freelancers to obtain a degree of influence over the sale is to guide the prospect through a discovery process.

  • Diagnose the pain point and discover its origin
  • Document current, or previous, solutions that disappointed
  • Describe what doing business will look like when your solution resolves the pain point or enables the goal to be realized
  • Determine which solution appears to be most capable of producing the prospect’s desired results and outcomes

When a prospect contacts you for information about your solution, and you learn that a serious buyer journey that involves one of your solutions is in progress, you have nothing to lose and everything to gain by stepping up and seizing what may be your only opportunity to signal that you understand prospect needs and discuss and send “how-to” content and performance data, which can include one or more of the resources listed below. Your thought leader credibility will yet again prove its usefulness when it supports the value-affirming sales interactions that are most effective with prospects now and are the best option to move the sale forward. Helping prospective buyers feel confident and in control of the purchase decision (e.g., by providing a choice of tailored recommendations based on their input and criteria) builds trust that can enhance the perception of your solution and give you the sale.

  • Case studies and success stories
  • Webinars and podcasts where you are a speaker
  • Blogs, e-books or other articles that you contribute to or author

Thanks for reading,

Kim

Image: Image: © Prague Daily March 2, 2025 The weekly market in Prague’s Lesser Town.

The Value of Networking

Relationships are the beating heart of humanity and a factor that, for better or worse, impact your fortunes in life. In the professional sector, the process of networking presents opportunities to meet business colleagues with whom you might cultivate (mutually) productive relationships. Your willingness to meet and greet colleagues you encounter in various settings can open the door to relationships that bring tangible benefits to your business or career. Wherever conversations and handshakes can take place, even the sidewalk in front of the Apple store where a crowd of hopefuls waits to buy the next cool device, can be a networking opportunity.

Whether by intention or by chance, you never know how or when you’ll meet someone who will bring a positive impact to your life or business. Networking, wherever it occurs, is a low-risk gamble that can deliver a sizeable pay-off—information or insights that sharpen your business acumen, an introduction to a prospective client—or maybe finding a great tennis partner. Whatever happens during your adventures in networking, the benefits you receive will be better if you prepare in advance for the experience.

Develop objectives

As noted, networking has the potential to have a powerful influence on your business and for this reason, a well-planned marketing strategy will not overlook this resource. Smart Freelancers take networking seriously; you get the ball rolling by first strategically evaluating the potential value of the networking events you might attend. In other words, it’s important to understand why you think it’s a good idea to attend certain events? “To network” is an incomplete answer. What do you want to happen?

Well—maybe you recognize the name of the speaker and you like the topic? You could pick up some useful information and hope to reconnect with an acquaintance or two whom you haven’t seen since the pandemic. You’ll be off to a good start with those two objectives. Now, consider if there is some information or insights your colleagues, if they show up, might share with you? Could it be that you’re thinking of offering a new service, or you’ve been investigating the potential of a niche market and one of your buddies could give you some feedback? Or maybe the program speaker can address your questions with you privately, after the talk? Now you’re on your way!

Networking requires a certain amount of time and money and you owe it to yourself to create a rational business case for your networking “why” by developing objectives that can be tied to tangible business outcomes or support one or more objectives. Networking needs an agenda, like touching base with a colleague or two because your recollection of their experience and relationships makes you suspect that either or both could give you some actionable input.

Be sure to check out the RSVP list, which the event organizer may have posted on the website, and confirm that your buddies—or someone else you’d like to meet—plans to attend. Whether or not you see familiar names on the guest list, there are basic questions that can serve as your networking agenda and almost guarantee a successful outcome, however modest. 1.) Meet a client. 2.) Get a referral. 3.) Get information. More potential agenda items are listed below.

  • Customer acquisition: Are you looking for new clients? Learn how clearly and concisely describe the profile of your ideal customer to colleagues you meet and connect with.
  • Strategic collaborations: Do you need a business partner or investor? Or maybe you’d like to find a Freelance videographer to join you on a project every now and again?
  • Investor: If your company is thriving and scaling in the form of growth or expansion is on your mind, you may be on the lookout for a knowledgeable and trustworthy investor who is willing to help you fund the plans for your enterprise.
  • Research & feedback: Is there a new product or service you’d like to test the waters with? Obtaining direct, first-person feedback from potential customers or industry peers provides useful, actionable, insights.

Attend the right networking events

Not all B2B networking events will be appropriate for your industry or business objectives. The “best” events depend entirely on what you’d like to make happen. You wouldn’t wear a tuxedo to a casual coffee meetup and similarly, you shouldn’t attend an emerging technology summit when you’d like to meet HVAC (heating, ventilation, air conditioning) specialists.

When investigating your networking possibilities, consider the event’s audience and how connecting with those who attend will be beneficial for you and therefore worth the time and money you’ll invest. Start with your objectives, then match them to the right event and develop a reasonable agenda that puts you on a path to a worthwhile networking outcome. Don’t forget to check the Small Business Expo’s Event Calendar for upcoming networking opportunities designed for for small business owners in your area.

Pre-meeting prep

Once you’ve chosen your event, devise your onsite strategy, from the initial meeting with colleagues to conversations that can segue into “What brings you here and what do you do?” questions to graciously inviting follow-up, if a post-event conversation appears to be mutually agreeable. If one or more colleagues are on the RSVP list, consider how your target contacts might be able to share info, give feedback, make a referral, or make an introduction on your behalf. You can rehearse how you might adroitly make the ask.

  • Research attendees: Most nationally known professional associations, industry expos and skills-building conferences post attendee lists on the program website; meeting organizers recognize the selling power of knowing who is on the RSVP list.
  • Upgrade elevator pitch: Meeting colleagues while networking is similar to an interview with a prospective client. In both instances, you must concisely and powerfully articulate your value proposition; as you describe your solution will help your a prospect to resolve a pain point or achieve an important goal. Distill your pitch until you can effectively deliver it in 20-30 seconds.
  • Note-taking app: Immediately after a conversation with a colleague, make it fast and easy to document key details of the conversation and future actions. A note-taking app will allow you to efficiently capture and organize your thoughts expressed as notes, drawings, images, or URL links and store it in the cloud for you to access on your devices. Expedite personalized follow-up by recording names, company, industry or expertise, discussion topic and agreed-upon future actions. Adding details (e.g., “mentioned s/he swims regularly”) will enable you to personalize follow-up communication and enhance the quality of your CRM data.

Positive first impression

The goal while meeting and greeting colleagues and facilitating potential relationship-building opportunities that might lead to a business collaboration or partnership of some kind is authenticity, so be your personal best self. Extend your hand and greet others with friendly eye contact, a warm smile and a firm handshake. On the no-fly list are: Card spamming—avoid the promiscuous distribution of your business cards, which is very annoying. Instead, exchange cards after a meaningful conversation. Monologues—networking and all conversations are a two-way street. Ask questions and listen more than you talk to obtain useful info and insights. Hard sell—no one wants to be sold to immediately. Focus instead on building rapport and understanding needs first, so you’ll learn where, how, or if your solution can address the contact’s goal or pain point. See below for behaviors that will enhance and optimize your networking fortunes.

  • Active listening: This is your superpower. Ask thoughtful questions and truly listen to the answers. People remember how you make them feel, not just what you say. This helps you gather “insights” into their needs.
  • The “Give before you get” principle: Offer value upfront. Can you share a relevant industry insight? Make an introduction? Recommend a helpful resource? These actions build trust and reciprocity and promote strong relationships.
  • Quality over quantity: Focus on having a few meaningful conversations that may lead to business opportunities or actionable insights, rather than dozens of superficial gab fests.
  • Open body language: Smile, maintain eye contact and avoid crossed arms. Approachability is paramount.
  • Graceful exits: When a conversation reaches a natural end, have a polite way to disengage. “It was a pleasure speaking with you, I see someone I need to catch before s/he leaves,” or “I’d love to follow-up on this topic later. Enjoy the rest of the event!”

After the handshake: nurturing business relationships

The business cards handed to you won’t bring a client or generate revenue on their own. The post-event phase is critical for moving new contacts from casual acquaintances to valuable allies who may be willing and able to directly impact your client list and annual revenue.

Nurturing your valuable relationships, whether new or long-standing, is a continuous process. Step up and offer info, insights, an introduction, or other help you can give to those with whom you are already acquainted, from an event speaker to others whom you meet during your networking adventure. You may be able to help in the moment but if necessary, consider inviting follow-up that will carry relationship-building into the future. When you hand your card to someone, make it clear that your style of networking is a two-way street.

  • CRM for contact management: Do not neglect to add new contacts to your database, with detailed notes that memorialize in your customer relations management tool the conversations you were so lucky to have. Now you’ll be able to smoothly pick up the thread when conversations continue. Schedule reminders to invite follow-up.
  • Social media engagement: Don’t just connect on LinkedIn; engage with their content. Comment thoughtfully on their posts, share relevant articles and diplomatically keep yourself at top-of-mind.
  • Share valuable content: If you discover an article, report, or event that you suspect would interest a contact, share it with them. Be selective with what you share as you position yourself as a helpful resource.
  • Make strategic introductions: If you know two people who could benefit from connecting, offer to introduce them. A good introduction is a powerful way to add value to your network.

The 48-hour follow-up formula

The real work begins after the networking event. The clock starts ticking as you leave the room.. The business cards handed to you won’t bring any clients nor will they generate any revenue until you get busy and keep the momentum going. The post-event phase is critical for moving contacts from casual acquaintances to valuable allies who may be positioned to directly impact your client list and annual revenue. Speed and a welcoming, personalized follow-up approach are your action items.

Your post-networking activity is to continue the conversation; furthermore, you must avoid stumbling into a sales pitch and also kill any signs of desperation. Your follow-up contact will be most effective when your tone is friendly and relaxed, but also purposeful—you have an objective and moving things forward is imperative. If it is you who will help a colleague further his/her objective, follow-through with whatever you committed to in a timely fashion. You can reach out by telephone, but a videoconference will be more effective and, if geography and schedules allow, a face2face meeting is better still.

  1. Personalized message: You’ll demonstrate your appreciation and authenticity to those colleagues you’ve agreed to follow-up with when you reference specific details from the conversation. A good way to personalize your outreach is to say something along the lines of “It was great discussing (the topic) with you at (event name) yesterday. Your insights on (the worthwhile wisdom) were particularly interesting.”
  2. Provide immediate value: If you referenced an article that your new contact found interesting, attach it to your follow-up message. If you made a strategic introduction on behalf of your new contact, mention that you were delighted to connect the two of them. If you gave feedback on an initiative or some other business question that your contact has been exploring, reference the interaction and invite him/her to reach out if there is another question or clarification that would be helpful. Providing value reinforces “give before you get” relationship-building behavior that builds trust and increases the likelihood that your favor will be appreciated and returned.
  3. Propose next steps: So you have an objective or two in mind and an action plan is needed to move things forward? In your message, suggest an in-person coffee meeting if geography allows or a follow-up videoconference call. “I’d love to continue our conversation about (proposed follow-up topic). Would you be open to a 30-minute face2face or video call next week?”
  4. Multi-channel outreach: Your first outreach method should be either email or text, whichever seems most appropriate for your new colleague. Next, since it usually doesn’t seem too pushy to invite new contacts to connect on LinkedIn send a request. Keep personalization going by composing a short invitation note that references where you met, as opposed to merely clicking on the prefab LinkedIn invite. Moreover, if your new colleague posts interesting content on the platform become a follower and, when you have something relevant to add, respond with a comment and not just a like, to demonstrate that you’re paying attention and understand the new contact’s value as well.

Thanks for reading,

Kim

Image: © NurnbergMesse Group

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Workflow Management: Plan Your Work and Work Your Plan

You chose to make your living as a Freelance professional and operate a single person entity that requires you to identify and compete for paying clients and provide for those who hire you solutions that will produce the preferred outcome—resolve a problem, achieve a goal, side-step an obstacle, or access an opportunity. By nature, you are proactive and ambitious, disciplined and forward-thinking. You know how to get things done. You also know that because you primarily work alone, it is essential that you optimize the allocation of your time. You are aware that failure to effectively manage your time can bring negative consequences, such as compromising the quality of your work or elevating your stress level.

The ultimate goal of a Freelancer is to please the client. That means you’ll follow the recipe for a happy client by delivering high quality work and honoring deadlines, so you’ll meet, or ideally, exceed, client expectations. Moreover, along with the wonderful feeling you experience when you know that the client appreciates what you’ve produced on behalf of his/her organization, a happy client is likely to give you repeat business and maybe also send referrals your way. In other words, clients who had a good experience working with you may contribute to your ability to reach your target revenue and profit projections.

The essence of optimal time, and project, management is to map out and streamline your workflow so that you’ll maximize your productivity and simultaneously promote the excellence and timely completion of your work. Oh, and both you and your client will experience a happy feeling. Hiring you will make your client look good to the higher-ups. What could be better than that?

So you open the door to an excellent work experience by instituting workflow management processes—a strategic to-do list that documents and ranks the tasks, i.e. the building blocks, needed to bring about the successful and timely completion of your project. Workflow management ensures that you’ll maximize your productivity and efficiency by organizing and systemizing the sequence of tasks performed as part of project work—that is, the workflow.

If your project is complex, it’s especially urgent that you identify and prioritize the core elements of the work. Implementing project management practices will help you manage multiple workflows that are associated with a big job that has many moving parts. Project management is workflow management writ large; it helps you to take on a big picture perspective that guides your focus as you plan, execute and monitor the project. You’ll rely on project management competencies to successfully oversee complex assignments, when you must simultaneously manage tasks, track outcomes and progress and adhere to the timeline. You may have figured out that time management and workflow or project management are brand builders and you don’t want to drop the ball. As one of my former sales managers often said, “Plan your work and work your plan.”

Define the deliverables

When you’re interviewing with the project hiring committee, you’ll learn what your hoped-for client needs and how you can successfully address the wish list. If you receive the offer (of course you will!), the project specs might be detailed in the offer letter and will certainly be detailed in the contract. It’s still a good idea for you to confirm expectations during the onboarding process by suggesting that you and the client contact meet before you commence work. In that meeting, you can inquire about factors that may not be in writing—like what aspect of the project deliverable is the highest priority, so you’ll understand what really matters. Because you want to ensure that you will meet or exceed client expectations, you’ll need to know where to make your work shine.

Create a timeline to ensure that milestones and deadlines are honored

Keep at top-of-mind that although it’s the client’s project, it is the Freelancer’s job to keep the project work on schedule. You must be in control, diplomatically and quietly efficient, and ensure that all project workflows are organized and that you and the client are on the same page. As you map the project workflow tasks, prioritize the core components and assign realistic completion dates so you’ll build an achievable timeline.

Remember to factor in time needed for client review and feedback of your work, as well as time to incorporate revisions that may be requested. Keep both hands on the steering wheel and make sure that you’re heading in the right direction, You’ll stay in control and be able to more easily make a course correction when you monitor the progress every day or two. Your goal is to comfortably meet all milestone dates and, most of all, meet the project deadline.

Keep the client contact informed

Depending on the project work and the inclinations of the client team, suggest weekly project update meetings. If you’re lucky, the meetings won’t exceed 30 minutes. Alternatively, send an email to inform the client contact about your progress and to discuss potential obstacles or ask questions. Your goal is to reassure the client that you are expertly driving the bus and that project work is progressing according to schedule.

Thanks for reading,

Kim

Image: Ⓒ Deepak Sethi for Getty Images

Solution for A Freelancer Pain Point—On-Time Payment

The often unspoken, always frustrating and sometimes embarrassing conundrum that all but the best-connected Freelance professionals are almost certain to encounter at some point is the dilemma of late invoice payments. Talk about a pain point! Waiting for money to arrive can keep you awake at night. A pile-up of late payments can do a lot of damage to a Freelance business and your credit score, too. I routinely include on invoices the preferred payment timeline, which was originally 30 days, but several years ago was shortened to “payment is requested upon receipt of this invoice.” It’s important to set expectations regarding timely payment for services rendered.

It’s been documented that cash-flow difficulties are among the leading cause of shutting down an independent entity. I don’t think former Secretary of State (1973-1977) Henry Kissinger had to worry about erratic receivables when he returned to civilian life and pursued independent work. The powerful always get paid. Readers of this post, I surmise, ought to devise a pro-active invoicing and collections strategy to defend yourself against 45+ days invoice payments that can undermine your intention to manage your own business accounts payable, along with your personal expenses. Slow payments leave one vulnerable to exorbitant late fees.

Your value transcends billable hours

The moral of the story is, avoid hourly-paid work assignments whenever possible. Clients who outsource hourly project work often have a nickel and dime perspective and they are inclined to under-value you and your solution. The axe they’ll use to chip away at your billable hours, no matter how modest, is always within reach, so that a few more dollars can be made available to fund a project that decision-makers feel outranks your work. The billable hours mind-set labels hourly workers (you!) as a commodity. That your skill-set qualifies you to become a collaborator who is capable of delivering sustainable positive outcomes to the client’s organization is unrecognized by the penny-wise, pound-foolish billable hours types. Those individuals are unable, or unwilling, to recognize strategies and actions that you are positioned to recommend might help the client’s company break out of a stagnant status quo and move forward.

Your first order of business is to transcend the hunger for revenue, which may cloud the confidently rational thinking needed to envision a more sustainable business model for your entity. The goal is to upgrade how prospects and clients see you, the caliber of the solution and the contributions you can make to the client’s organization. For guidance, lean into the fractional model of independent working.

Much will depend on your deliverable and industry, but you may find it useful to reframe the perception of your B2B service and interpret the expertise and insights that are the core of your work and promote it as a systemized package, a process improvement system, that once instituted enables your client’s organization to optimize the realization of the mission and goals. Yet, the billable hours model limits the expression of your value and reduces your deliverable to as a band-aid fix. Reframe how you articulate your deliverable and demonstrate that what you offer is not a commodity.

When you’re invited to manage a large, one-off project, you can set the timing of invoice payments by stipulating that the client make an initial payment of 10% – 15% before you begin work. One or more interim payments can be triggered when you achieve project milestones that you and your client will identify together. Your goal in this instance is to limit the final payment to no more than 25% of the total project fee. Include the payment agreement in your proposal and reconfirm it in your contract. Clients are more likely to take retainer fees and major project agreements more seriously than hourly work and they are therefore more likely to pay your invoices on time.

Find a financial system that you will follow

In the final chapter of this story, you’ll acknowledge that Freelance professionals need a financial management system to document your monthly revenue generated, track where your money goes and how much you spend and guides you to separate your business and personal transactions. Good financial management will help you stay organized for quarterly and annual tax seasons and will also support your business (and personal) decision-making by confirming what you can afford to spend and when.

You may find financial management unpleasant, but no adult can escape, whether one is an independently employed Freelance professional or a W-2 employee. In particular, those who are often faced with irregular payments must buckle down and conduct a money minding session every month. You’ll need a tool for financial record-keeping and your choice will depend on your personality type. You may like a digital platform that offers a good option to single-person business entities, as does Quicken; or you may gravitate toward the Microsoft Excel spreadsheet. If your budget allows, you can outsource this role to a Freelance bookkeeper.

Your financial picture is foundational to nearly all business planning, to ensure that you’ll be able to carry out your actions. A system that works is one that gives you a clear view of your available funds, money that’s available to support business operations (working capital) bill payments you must make (accounts payable) and outstanding client invoices (accounts receivable). Establishing and following a financial management ritual provides an accurate picture of your financial capacity In Real Time and lets you know when you have the green-light to move forward without second-guessing every transaction. Just do it.

Thanks for reading,

Kim

Image:  Edward Pevos for MLive