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Tales from those on the front lines of dealing with clients. Tales of difficult clients, complex situations, relationship management - and how massive client management problems were solved, and what they learned. Largely those running agencies, but all across different professional services.
Episodes
4 days ago
4 days ago
Today's episode features Brad White, CEO of VARC Solutions, who shares one of his biggest frustrations in business—working with clients who simply refuse to listen.
Brad's company specializes in bookkeeping, and one of their core tools is QuickBooks—a platform trusted by both small and large businesses alike. Over time, QuickBooks has evolved significantly, especially with the rise of cloud technology. However, not all clients understand that QuickBooks Desktop and QuickBooks Online (the cloud version) are completely different systems.
Despite Brad's efforts to explain these differences and the challenges of migrating, some clients stubbornly ignore the warnings and then blame the company for a "failed" migration.
Tune in to hear how Brad handled this recurring dilemma—and the lessons he learned about communication, patience, and guiding clients through technological change.
Morgan Friedman
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Thursday Jan 08, 2026
Thursday Jan 08, 2026
If you're interested in real estate—and the stories that come with it—this Client Horror Story is for you. Spencer Sutton, VP of Marketing at Evernest, takes us back to his early days as a young real estate investor.
At the time, Spencer was flipping houses but dreamed of building long-term wealth through rental properties. The problem? He had no idea how to be a landlord or set boundaries with tenants. Still, he pressed on and purchased his very first rental home—located 45 minutes from where he lived.
For nearly five exhausting weeks, Spencer showed the property to potential renters. Finally, an older woman seemed like the perfect tenant, offering to pay two to three months' rent upfront. Excited and eager, Spencer handed her the keys—skipping the screening process entirely.
That decision came back to haunt him. After the initial months, rent payments became late, then stopped altogether. Communication broke down, the police had to be called, and Spencer was left with a property in shambles.
This episode is a raw look at humble beginnings and the hard lessons that come with them. Tune in to hear how Spencer navigated the setbacks, what he learned the hard way, and how you can apply those lessons to your own real estate journey.
Wednesday Dec 24, 2025
Wednesday Dec 24, 2025
Today, we have the pleasure of speaking with Angela Thomas, Scaling Expert & Founder of Angel Success Consulting, who has built a thriving business through dedication and grit.
Angela specializes in training and developing businesses, and she was invited to conduct a training session for a real estate business owner. The first session was a success—payment went through smoothly, and the client was pleased with the results. Encouraged, the business owner requested another round of training, this time for his new sales agents, and agreed to a commission-based partnership with Angela.
During the program, Angela helped set up the company's structure and guided the sales team step by step. But soon, she sensed something was wrong—the agents seemed withdrawn and uneasy. She invited them out for coffee, and when they admitted they couldn't afford it, Angela graciously treated them.
Over coffee, the agents revealed a shocking truth: the business owner had taken away their deals, dismissed their proposals as inadequate, and secretly opened a new real estate company under his wife's name—closing deals there to avoid paying commissions to Angela and the team.
After processing the revelation, Angela encouraged the agents to take action. They filed a case against the owner, who ultimately lost his real estate license.
Tune in to hear how Angela turned this betrayal into a powerful learning experience and what it taught her about protecting her work and standing up for fairness.
Thursday Dec 18, 2025
Thursday Dec 18, 2025
Today, Greg Digneo, Founder of Content Guppy, shares a Client Horror Story that proves some people really are as wild as they seem.
In the early 2000s, Greg and a friend launched a solar panel company with no prior experience. To their surprise, two of their university professors became their first customers, and the money they earned from those projects was more than they had ever handled since graduation.
Their third client, however, was a different story. At their first meeting, he proudly bragged about suing a flooring company to get his floors done for free—a red flag they overlooked in their excitement to keep the profits rolling. They went ahead and installed the panels, unaware of the chaos that would follow.
For the next 17 years, the client repeatedly contacted them, threatening lawsuits over various issues. Eventually, Greg and his friend stopped engaging—only to later learn the man had been arrested for impersonating a police officer.
This is just the beginning of the story. Watch the full episode to hear how Greg and his partner navigated years of bizarre threats and what they learned about trusting their instincts when red flags appear.
Thursday Dec 11, 2025
Thursday Dec 11, 2025
Kate Viana, Founder of Viana Communications, shares a Client Horror Story like no other.
In 2021, after leaving a nonprofit to strike out on her own, Kate was thrilled when a Texas-based client reached out. She began by improving their website—despite having little experience and doing it for free—before transitioning into consulting work.
Eager to expand her expertise, Kate offered to visit the organization in person. What she discovered was shocking. At her very first dinner meeting, leaders openly backstabbed each other and spread negativity. Survey responses later confirmed what she had witnessed: a toxic, abusive workplace. During a site visit, Kate saw it firsthand when the executive director screamed at employees in front of her.
Still committed, Kate compiled a detailed report outlining her observations. Instead of appreciation, she was abruptly let go. Months later, when the organization demanded access to the website and files she had created, Kate requested payment before handing anything over. That's when things spiraled.
The executive director launched a campaign of harassment—bombarding Kate with emails, calls, texts, and even social media attacks. She went as far as contacting her new employers to berate her.
Tune in to hear how Kate endured this ordeal and the changes she made to protect herself and her business moving forward.