Beloved by Clients

Client Horror Stories

Business EN ↓ 106 episodes

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.

Author

Beloved by Clients

Category

Business

Podcast website

clienthorrorstories.com

Latest episode

Jun 18, 2026

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android 5M+ downloads · 4.8 rating iOS soon

Episodes

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) 13.11.2025

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 inve...

That time when you sell only 50 tickets in an 800-seat theater… (with Tom Elliott) 06.11.2025

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...

That time when the Crypto Godfather turned my case into an FBI nightmare… (with Ken Childs) 30.10.2025

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...

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) 23.10.2025

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 w...

That time when a client demands feature changes like they own the company… (with Alex Sanfilippo) 16.10.2025

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 agr...

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.) 09.10.2025

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...

That time the client asked for the truth and then went ballistic when you gave it to them… (with Derrick Van Mell) 02.10.2025

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 focuse...

That time when you singlehandedly bring down your company by making a single fatal mistake… (with Ori Elraviv) 25.09.2025

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 discovere...

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) 18.09.2025

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 ex...

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) 11.09.2025

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 cozi...

That time when the doctor berates your product in the operating room and ends up praising it outside… (with Bill Gruber) 03.09.2025

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 pro...

That time when you train a franchisee only to have them back out upon launch… (with Max Emma) 27.08.2025

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. Ma...

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) 13.08.2025

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 w...

That time when a promising client project unraveled after their investor died—and his son looted the company.… (with Paul Byrne) 30.07.2025

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, innov...

That time when you get dropped by a client for telling their secretary they’re a liar… (with Steven Perry) 16.07.2025

Steven Perry, Founder and CEO of The Well Recruiting Solutions, shares a client horror story that unexpectedly became a turning point in his career—and one that helped earn him a major promotion. Early in his career as a young financial adviser, Steven and his partner were assisting a married executive couple in organizing their finances for retirement. Steven’s partner was responsible for follow-...

That time when you get contracted to work on a website that wasn’t even your client’s property… (with Kathryn Smith) 02.07.2025

Kathryn Smith, founder of Walton Birch , shares a client horror story unlike anything we’ve heard before. In the early days of launching her custom web development company—with just herself on the team—Kathryn expected the usual startup challenges. But nothing could’ve prepared her for this. A former client referred a woman who needed help with her Shopify site. What seemed like a routine job quic...

That time when you ruin Christmas nationwide for missing a single character of code… (with Andy Reinhold) 18.06.2025

There’s nothing crazier than Andy Reinhold’s client horror story, and you’re gonna want to listen. A few years ago, Andy, founder of Studio Spark , was working in the tech division of a major consulting firm, maintaining outdated government software. With each change in administration, the system grew harder to decipher—so much so that they had to track down long-retired employees just to understa...

That time when you land a huge client only to end up being sued… (with Matthieu Mehuys) 11.06.2025

In today’s episode, Matthieu Mehuys, Co-Founder of Paulownia Landscape Architects , shares a client horror story that most professionals hope they never have to face. Matthieu’s love for plants began at just three years old. That passion led him to study landscape architecture, explore the depths of the Amazon rainforest, and master the art of cultivating breathtaking gardens. But it wasn’t until...

That time when an expert is brought in to build something complicated only to be questioned every step of the way by people who didn’t understand what they were doing… (with Tamara Adlin) 04.06.2025

Have you ever worked with people who insisted they knew best—even when they clearly didn’t? In early 2017, when blockchain was the buzzword of the moment, Tamara Adlin of Adlin, Inc . was referred by an investor to help a rising startup build smart contracts, enabling smoother collaboration for developers. At first, things looked promising. Tamara brought strong, strategic ideas to the table. But...

That time when you’re provided an entirely new contract containing the same terms in the original one… (with Melinda Spaulding) 28.05.2025

Running a business often means putting out fires—but some fires should never have been lit in the first place. In today’s client horror story, Melinda Spaulding, Author of "Finding Insight", shares a frustrating tale from her early years that highlights just how chaotic procurement can get. Everything had been going smoothly with one client—contracts were signed, terms agreed upon, and work was un...

That time when your big luxurious launch becomes underwhelming after being advertised as basic due to a tech issue… (with Sheila Butler) 07.05.2025

In this episode, Sheila Butler, Founder & Chief Marketing Officer of Butler Marketing Group, FL LLC , tells us about the time when she forged a partnership to launch 20,000 hotel rooms. What was once thought to be a huge and successful project turned out to be underwhelming and disappointing for everyone involved. Due to tech issues, overwriting part of their database did not go as planned. In...

That time when you outshine your boss with your bubbly personality… (with Giovanna Silvestre) 26.03.2025

Imagine being your own bubbly self and getting so much hate from someone who projected their insecurities on you. This is what happened to the author and creator of Confused Girl in the City , Giovanna Silvestre. At 25, fresh out of college, Giovanna had the opportunity to become the second assistant to a big-time director of a big-time movie at a big-time studio. As someone fresh in the industry,...

That time when you lost half a million dollars despite a 10-year fight… (with Matt Stafford) 26.02.2025

There’s something quite profound about doing honest work for 23 years and losing it to an uncontrollable housing bust. Today, we are pleased to speak with Matthew (Matt) Stafford, CEO of Build Grow Scale, who is tasked to share his client's horror story for our 59th episode. Straight out of college, Matt established a brick-and-mortar commercial concrete business which exponentially grew over...

That time when a simple real estate litigation turned out to be more than just mental gymnastics… (with Matthew Fornaro) 29.01.2025

Are you ready for another client horror story? Today might just be your lucky day! We’re going into an in-depth and hair-raising conversation with Matthew Fornaro, a respected business lawyer. Over four years ago, Matthew made a decision to take on a real estate litigation with a family consisting of two elders and a daughter who had authoritarian control over her parents. They rented a home in a...

That time when a client paid you with fake checks (with Mickie Kennedy) 18.12.2024

In today’s episode with Mickie Kennedy, President of eReleases, we will hear about a harrowing client horror story that happened when he was just 4 meager years into his business. Mickie has a press release distribution business he has been running for more than 25 years now. At such an early start, he was approached by a client from a music conservatory for a press release. After negotiations and...

Listen to the Client Horror Stories podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.