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Client Horror Stories
Beloved by Clients
87 episodes
3 days ago
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.
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Management
Business
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All content for Client Horror Stories is the property of Beloved by Clients and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Management
Business
Episodes (20/87)
Client Horror Stories
That time when a real estate owner hid deals under his wife's name… (with Angela Thomas)

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 But soon, she sensed something was wrong—the agents seemed withdrawn and uneasy.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.

 

 

Morgan Friedman

Angela's Website

Angela's LinkedIn

Angela's Instagram

Angela's Facebook

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1 week ago
49 minutes 4 seconds

Client Horror Stories
That time when a client threatens to sue you for 17 years (and ends up getting arrested)… (with Greg Digneo)

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.

 

Morgan Friedman

Greg's Website

Greg's LinkedIn

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2 weeks ago
30 minutes 5 seconds

Client Horror Stories
That time when you discover a respectable executive director turns out to be a monster… (with Kate Viana)

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.


Morgan Friedman

Kate's Website
Kate's LinkedIn

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3 weeks ago
44 minutes 40 seconds

Client Horror Stories
That time when a six-hour job turns into a six-month ordeal… (with Aleks Krylov)

Today, Aleks Krylov, President of Stern Gutters, shares a Client Horror Story that dragged on for months.

 

In October of last year, a retired woman contacted his team to install gutter protection at her home. By the first week of November, the installation was complete, and the final bill was charged.

 

Just days later, Aleks began receiving emails and phone calls from the client claiming the technician had caused damage—breaking a patio lamp and chipping paint beneath the gutters. The technician firmly denied the allegations, noting he hadn’t even accessed those areas and that such damage was physically impossible.

 

When the client realized her credit card had been charged for the balance, she became furious and demanded a full refund. Taking it further, she filed a dispute with the bank. Aleks responded with all the required documentation and ultimately won the case. After that, the customer went completely silent.

 

Six months later, in April, the client’s husband finally reached out, offering to be home after Memorial Day to resolve the matter. Aleks and his team handled the situation, and on June 3rd, the project was officially closed.

 

Tune in to hear how Aleks navigated this long ordeal—and the lessons he learned about patience, persistence, and professionalism along the way.

 

Morgan Friedman
Aleks' Website
Aleks' LinkedIn
Aleks' Instagram
Aleks' Twitter/X
Aleks' TikTok
Aleks' YouTube
Aleks' Facebook

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1 month ago
34 minutes 25 seconds

Client Horror Stories
That time when you're tasked to present a product knowledge sales training class but come unprepared… (with Ron Reich)

Today's horror story is a little different—it focuses not on a client, but on our speaker himself: Ron Reich, Founder of RLB Training & Development.

 

Years ago, while working at an HR consulting firm, Ron received a surprising call from someone in Dallas who told him he was "the opposite of what he said he was." Odd as it sounded, the call turned out to be life-changing—the man was offering Ron an opportunity to become a trainer and facilitator at Toshiba, a dream role he had long aspired to.

 

Soon after, Ron was tasked with leading a five-day product knowledge sales training class. While he excelled at the training aspect, his lack of product knowledge quickly showed. By day three, two attendees walked out, and Ron was later berated by his boss's boss for being unprepared.

 

The painful experience became a defining lesson for him: no matter how skilled you are, preparation is everything. Tune in to hear how Ron turned this low point into a cornerstone of his growth as a leader and trainer.

 

Morgan Friedman

Ron's Website

Ron's LinkedIn

Ron's Instagram

Ron's Facebook

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1 month ago
37 minutes 5 seconds

Client Horror Stories
That time when you help an employee become the best version of themself only to have them quit… (with Wes Towers)

In today's Client Horror Stories episode, Wes Towers, founder of Uplift360, shares a time when his good intentions as a leader took an unexpected turn.


After years of working closely with one of his team leaders, Wes noticed the employee had grown bored and uninspired in their role. Wanting to reignite their passion, he brought in a bold new project they'd never tackled before: building a niche dating website. Excited for the challenge, the team leader eagerly accepted.


But just weeks into the project, everything unraveled—the team leader suddenly quit, leaving Wes to finish the work. Overnight, he was forced to shoulder the entire project alone, navigating steep challenges and unexpected roadblocks.


Wes's story is a powerful reminder of the risks—and rewards—of pushing for growth. Tune in to see how he turned this setback into a lesson in resilience and leadership, and why sometimes the toughest challenges spark the greatest breakthroughs.

 

Morgan Friedman

Wes's Website

Wes's LinkedIn

Wes's Instagram

Wes's Facebook

Wes's X/Twitter

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1 month ago
32 minutes 40 seconds

Client Horror Stories
That time when you invest your whole life (and savings) into a business only to have the ground pulled out from underneath you… (with Jody Durand)

Jody Durand, author of Country Boy Soul, shares a heartbreaking chapter of his life—navigating a failing business, a troubled marriage, the sudden loss of his mother, and ultimately, bankruptcy.


In 1999, with no experience outside of farming, Jody was invited by a friend to help manage a U.S. call center selling cell phones, with the promise of becoming a shareholder. Trusting the vision, he invested $120,000—money borrowed from relatives and secured against his future. Despite early red flags, like being denied access to company sites and relying on a single partner for all leads, he pressed on with hope.


The business stumbled from the start. Sales were dismal, payments from the partner company were delayed and short, and Jody poured in more money—including his retirement savings—just to keep the doors open. Within months, he found himself drained financially and emotionally, stuck in a cycle of diminishing returns.


Yet even in the midst of collapse, Jody eventually recognized he didn’t have to keep digging a deeper hole. His story, though filled with hardship, is also one of redemption and resilience. This is an episode you won’t want to miss.



Morgan Friedman

Jody's Website

Jody's LinkedIn

Jody's Instagram

Jody's Facebook

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1 month ago
58 minutes 29 seconds

Client Horror Stories
That time when you sell only 50 tickets in an 800-seat theater… (with Tom Elliott)

Today, we welcome Tom Elliott—Corporate Event Host, Comedy Magician, and Public Speaking Coach—to share a client horror story that left a lasting mark on his career.


Eager to grow as a comedy magician, Tom began booking small theater shows of around 100 seats. After gaining traction, he was offered what seemed like his big break: a contract to perform at an 800-seat theater. Convinced this was his moment, he signed on and began selling tickets.


But reality hit hard—only 30 tickets sold. Despite rallying support from friends and acquaintances to raise it to 50, he was still forced to perform a two-hour show in front of a nearly empty auditorium. To make matters worse, the contract required him to pay the theater £350 for unmet marketing costs.


The experience left Tom totally shaken—he jokes it took him eight years of therapy to recover. Tune in to hear how he overcame this ordeal and what it taught him about resilience in both performance and business.



Morgan Friedman

Tom's Website

Tom's LinkedIn

Tom's X/Twitter

Tom's Facebook

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1 month ago
43 minutes 42 seconds

Client Horror Stories
That time when the Crypto Godfather turned my case into an FBI nightmare… (with Ken Childs)

I’m telling you—if you skip this episode, you’re missing half your life. We finally had the chance to sit down with Ken Childs, Private Investigator at Paramount Investigative Services Inc., who got caught in the chaos surrounding the notorious “Crypto Godfather,” Adam Iza.

 

It all started when Ken made the mistake of taking Adam on as a client. Adam requested full surveillance on someone who had stolen his laptop—an already sensitive case that soon spiraled out of control. Alongside Ken’s company, Adam involved law enforcement and a hired thug, who forcefully recovered the laptop and blew the situation wide open.

 

When it came time to get paid, things got worse—Ken was never able to collect his retainer. He sued Adam, but that only escalated the madness. Adam dug up Ken’s personal information, began calling nonstop, and even spoofed a terrifying call to Ken’s in-laws in the middle of the night, making them think someone was in danger.

 

To make matters worse, Adam reversed his AMEX charges for the retainer and accused Ken of wire fraud, causing Wells Fargo to freeze all of his assets. Eventually, the FBI got involved—turning what should have been a routine surveillance job into a legal and emotional nightmare.

 

Tune in to hear how Ken navigated this harrowing ordeal, what he learned about protecting himself, and how he came out stronger on the other side.

 

Morgan Friedman

Ken's Website

Ken's LinkedIn

Ken's Instagram

Ken's TikTok

Ken's X/Twitter

Ken's Facebook

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2 months ago
58 minutes 5 seconds

Client Horror Stories
That time when a client drops you for taking them to court only to be rehired after five years after realizing your worth… (with Bryan Wetzel)

Today, we take an inspiring turn with Bryan Wetzel—entrepreneur, author, and producer—who shares a client horror story that eventually became a long-term success.

 

In the 1990s, Bryan produced standout advertising work for Big Canoe, a resort-style community in North Georgia. Everything was going well until a new head of advertising arrived and commissioned an ambitious 10-minute video complete with helicopter flyovers, scripts, voiceovers, and a professional agency. Bryan secured all the talent and logistics for the four-day shoot, only to have the entire project canceled the day before filming—because a TV channel offered to do it for free. To add insult to injury, they demanded their deposit back.

 

Bryan stood his ground, took the matter to court, and won—not only keeping the deposit but receiving additional compensation. Remarkably, five years later, a new advertising director from Big Canoe reached out, praising his earlier work. Setting the past aside, Bryan returned to collaborate with them—for the next 16 years.

 

His story proves that how you conduct yourself in tough moments can shape opportunities years later. In both business and life, respect and professionalism during conflict can turn setbacks into future wins.

 

Morgan Friedman


Bryan's Website

Bryan's LinkedIn

Bryan's X/Twitter

Bryan's Facebook

Bryan's YouTube Channel

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2 months ago
42 minutes 44 seconds

Client Horror Stories
That time when a client demands feature changes like they own the company… (with Alex Sanfilippo)

Today’s episode features Alex Sanfilippo, Podcaster and Founder of PodMatch, who shares one of his wildest client horror stories—about a demanding software user who thought they could dictate major changes to his company.

 

Shortly after signing up, the client insisted on a call to outline a list of changes—some reasonable, others impossible. Eager to help, and still new to the business, Alex agreed to explore them. But the demands escalated, with the client threatening to cancel their subscription if his requests weren’t met.

 

Wanting to please, Alex dove in, even agreeing to attend a coaching session arranged by the client. That decision proved costly: he spent six months developing a new feature that alienated other users—only for the client to leave anyway. The detour not only delayed more important projects but also shook his business partner’s confidence in him.

 

Tune in to hear how Alex overcame the setback, rebuilt trust, and learned one of the toughest lessons of his entrepreneurial journey.

 

Morgan Friedman

Alex's Company Website

Alex's LinkedIn

Alex's Instagram

Alex's X/Twitter

Alex's Facebook

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2 months ago
1 hour 23 seconds

Client Horror Stories
That time when you’re asked to sell a product and are expected to track it manually without the help of any CRM… (with Paul H. Flowers Jr.)

Today’s guest is Paul H. Flowers Jr., Founder & CEO of Superior Insurance Advisors, who shares a client horror story he’ll never forget.

 

With a strong background in healthcare, Paul was hired by a company boasting a solid communication strategy to sell their products. Eager to bring value and make an impact, he quickly encountered an unexpected roadblock.

 

Despite operating in the industry for 30 years, the company had never implemented a proper CRM—the backbone of modern client management. Instead, they relied on SharePoint, Microsoft’s platform for document storage and team collaboration—effective in some contexts but “very old school” compared to today’s dedicated CRM systems.

 

This made organizing client data a logistical nightmare. But instead of backing down, Paul got creative—using two computers to manually email roughly 500 people in order to make a major event a success.

 

Tune in to hear how he pulled it off, and the lessons he learned about adapting under pressure.

 

Morgan Friedman

Paul's Company Website

Paul's LinkedIn

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2 months ago
45 minutes 26 seconds

Client Horror Stories
That time the client asked for the truth and then went ballistic when you gave it to them… (with Derrick Van Mell)

Today's guest is Derrick Van Mell, Principal of The Center for Management Terms & Practices, who recalls a client horror story from his days as a general management consultant.

 

Derrick had set his sights on a massive, century-old manufacturing company and was thrilled when they accepted his proposal. Early in the engagement, he asked how they measured growth—only to discover they focused solely on their production schedule, ignoring their financial statements entirely.

 

When Derrick raised this concern in a meeting, one executive exploded, declaring, “I’ve never gotten so angry in my life!” before storming out. Soon after, Derrick met with the company president and other leaders. Following a CEO friend’s advice, he simply asked, “What do you want me to do?” While the conversation cooled tensions, it wasn’t enough to save his role.

 

This story is full of sharp turns, unexpected reactions, and lessons on the power—and limits—of listening. Keep listening to hear how Derrick navigated the situation and what it taught him about truly hearing clients.

 

Morgan Friedman

Derrick's Company Website

Derrick's LinkedIn

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3 months ago
40 minutes 39 seconds

Client Horror Stories
That time when you singlehandedly bring down your company by making a single fatal mistake… (with Ori Elraviv)

Multicultural turnaround executive Ori Elraviv opens up about the pivotal misstep that led to his company’s downfall years ago. Before the iPhone era, Ori founded a game development company that secured a major partnership with Electronic Arts—an achievement that opened doors for a potential deal with Sony Pictures.

The pitch to Sony started strong, but things quickly unraveled when they discovered the company had developed a similar program for Electronic Arts. Sony questioned whether Ori’s team held the rights to reuse the technology—and when EA caught wind of the situation, the fallout was swift and severe.

The root of the problem? They hadn’t read the fine print. A costly oversight that ultimately led to the collapse of the business. Tune in to hear Ori’s full story and the lessons he took from the experience.


Morgan Friedman

Ori's LinkedIn

Ori's Facebook

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3 months ago
37 minutes 3 seconds

Client Horror Stories
That time when you’ve successfully completed your service only to discover a month later that you messed up big time because of a single small step… (with Michael Patino)

Michael Patino, Founder and CEO of Patino Associates, shares a cautionary tale from a partnership with a large global manufacturing organization. At the time, Michael had successfully placed a senior executive within the company—only to be stunned when, just a month later, the executive was suddenly terminated.

 

Wanting to understand what went wrong, Michael reached out and discovered that the executive had lied about holding a collegiate degree. The issue came to light after the individual repeatedly delayed submitting required documentation. When Michael reviewed the situation internally, he found that although the degree verification process had flagged the discrepancy, it had been overlooked by his assistant during the final review.

 

The experience was both frustrating and eye-opening. It pushed Michael to reevaluate internal workflows and reinforce checks and balances—lessons that now guide how his team handles candidate reviews and verifications.

 

Morgan Friedman

Michael Company's Website

Michael's LinkedIn

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3 months ago
33 minutes 55 seconds

Client Horror Stories
That time when your business partner teams up with another to drop all of you, only to have it blow in their face… (with Devin Sizemore)

Today’s guest is Devin Sizemore, owner of ACES Connection Group, who shares a wild client horror story about teaming up with a group of individuals to launch a motorcycle business. Things took off quickly—in just 14 days, they had a promising investor on board and a successful launch event that drew in custom orders and buzz.

But beneath the surface, betrayal was brewing. One partner secretly cozied up to the investor, taking credit for work he didn’t do, while also plotting with another co-founder to cut out the rest of the team. With his business instincts kicking in, Devin chose to walk away before things got worse.

It’s a jaw-dropping story of ambition, deception, and the hard lessons of trust in business. Buckle up—this episode doesn’t hold back.


Morgan Friedman

Devin's Website

Devin's LinkedIn

Devin's Instagram

Devin's Facebook

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3 months ago
42 minutes 42 seconds

Client Horror Stories
That time when the doctor berates your product in the operating room and ends up praising it outside… (with Bill Gruber)

Bill Gruber, Medical Device Executive and Author, shares a client horror story that starts off puzzling—but ends with a powerful lesson in emotional intelligence and professionalism.

 

The story dates back 20 years, when Bill was head of sales and marketing for a spinal products company. His team was preparing to launch a new device and had secured a respected surgeon to perform the first-ever procedure on a human patient. Everything seemed on track—until they entered the operating room. The once upbeat, easygoing doctor suddenly turned volatile—screaming at nurses, cursing at the team, and even causing the patient to slide on the table. Then, just as abruptly, he returned to his cheerful self after the procedure.

 

It wasn’t until later that Bill learned the doctor was in the middle of a brutal divorce—and the anesthesiologist in the room was his soon-to-be ex-brother-in-law.

 

This eye-opening episode is a masterclass in understanding how personal issues can spill into professional settings. Don’t miss it—you’ll never look at “doctor demeanor” the same way again.

 

Morgan Friedman

Bill's Website

Bill's LinkedIn

Bill's Instagram

Bill's Facebook

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4 months ago
48 minutes 44 seconds

Client Horror Stories
That time when you train a franchisee only to have them back out upon launch… (with Max Emma)

Today, franchise expert Max Emma shares a client horror story about owning a bookkeeping franchise.

A woman who had recently left corporate America wanted to become her own boss by starting a franchise. She had the technical skills to understand the process but had never run a business before.

After Max helped her get everything set up, she suddenly announced she was going on a family vacation. Max was stunned—had he known, he would have advised launching after her trip to avoid losing momentum.

When she returned, Max hoped she would be ready to move forward. Instead, she told him she was facing financial issues and needed to find a job, meaning she could no longer continue with the franchise.

It was a roller-coaster experience—and one you’ll want to hear about. Tune in to this episode to learn what happened next.

 

Morgan Friedman

Max's Company Website

Max's LinkedIn

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4 months ago
26 minutes 17 seconds

Client Horror Stories
That time when you receive 150 angry emails in a span of a few hours and end up reevaluating the whole structure of your service.… (with Andrew Bolton)

In today’s episode, we’re joined by Andrew Bolton, CEO & Co-Founder of TechRescue—a tech support helpline dedicated to helping seniors navigate technology with ease, all at the press of a button.

 

Andrew shares a few wild client horror stories that pushed his team to the edge. One involved a new Tinder user trying to send disappearing videos via WhatsApp, while another escalated into chaos when an angry customer sent 150 emails in just five hours—all because they were stuck on hold for too long.

 

These incidents led Andrew to step back and completely reevaluate their systems to prevent future breakdowns and better serve their users.

 

If you're curious about the challenges of building tech solutions for seniors—and the unexpected lessons that come with it—tune in to this eye-opening episode.

 

 

Morgan Friedman

Andrew's Company Website

Andrew's LinkedIn

Andrew's Instagram

Andrew's Facebook

Andrew's X (Twitter)

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4 months ago
44 minutes 18 seconds

Client Horror Stories
That time when a promising client project unraveled after their investor died—and his son looted the company.… (with Paul Byrne)

Today’s guest is Paul Byrne, President & Founder of Razoyo, and he’s here to share a wild ride of a client experience that began with promise—and spiraled into chaos.

 

It all started when Paul was approached by a well-funded startup in the ecommerce space. Their niche? High-end products sold to professional designers. They were looking to upgrade their website and infuse it with fresh, innovative ideas—and Paul and his team were up for the challenge.

 

The initial collaboration was smooth, even friendly. Paul developed a solid rapport with the company’s executives. Despite some red flags—namely, payments arriving late—Paul gave them the benefit of the doubt, committed to building trust and avoiding early friction.

 

But as weeks turned into months and invoices remain unpaid, things took a troubling turn. Paul eventually discovered the root of the issue: the startup’s primary investor had died suddenly.

 

What followed was a descent into dysfunction. The late investor’s son, described as erratic and irresponsible, took over the company. Instead of stabilizing the business, he drained its funds, abandoned operations, and left chaos in his wake.

 

Caught in the storm, Paul and others were left unpaid and confused. But the story didn’t end there. Legal proceedings ensued, and Paul was eventually called in as a witness to help the original team fight to regain control of the company.

 

In this episode, Paul walks us through how he weathered the financial hit, preserved his professional integrity, and—remarkably—managed to stay on good terms with the startup’s original team.

 

Tune in to hear this unforgettable tale of trust, turmoil, and tenacity—and what it taught Paul about navigating client relationships in the world of ecommerce.

 

Morgan Friedman

Paul's Company Website

Paul's LinkedIn

Paul's Facebook

Paul's X (Twitter)

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5 months ago
42 minutes 14 seconds

Client Horror Stories
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.