OPERATORS

Leadership isn’t about being liked. It’s about making hard decisions, living with the consequences, and still winning.

Mike Beckham, Matt Bertulli, and Jason Panzer sit down to talk honestly about what leadership really costs when the stakes are high. They dig into hiring and firing decisions, culture trade-offs, growth versus profitability, and the personal pressure that comes with running large, successful businesses. The conversation avoids motivational clichés and focuses on what actually works when real money and people are involved. 

The episode moves beyond strong opinions into the results behind them, including margins, growth trade-offs, enterprise value, and scale. They explore why most people shouldn’t lead, how insecurity quietly damages businesses, and why saying no is often a leader’s most important job. Along the way, they challenge common leadership advice and ask uncomfortable questions about who leadership is really for. 

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How did a married couple with $30k in savings and no business plan build one of the biggest beauty and accessories brands in America? 

Cassandra Thurswell (Founder & CEO of Kitsch) and Jeremy Thurswell (COO), join hosts Mike Beckham and Matt Bertulli for their first-ever joint podcast interview. 

Together, they unpack the full story of building a bootstrapped empire from a living room apartment to over 30,000 retail doors and more than 10 million ecommerce orders. 

Cassandra and Jeremy open up about eight failed businesses before Kitsch, catching their manufacturer stealing IP on their “honeymoon” in China, and navigating a terrifying pivot that led to 70 million face masks. They share how they’ve protected their marriage while running a company together, the reality of balancing motherhood with being a CEO, and why scarcity — not funding — created the focus that made Kitsch unstoppable. 

Learn more about Latinas in Beauty, where Cassandra serves on the Advisory Board: https://latinasinbeauty.org 

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How does a bootstrapped brand go from $0 to $600 million in three years — without raising a single dollar? 

Sean Frank, CEO of Ridge, and Matt Bertulli, CEO of Pela Case, break down the explosive rise of COMFRT, the anti-anxiety travel brand founded by Hudson Leogrande that has shattered every assumption about what’s possible in ecommerce. 

They unpack the tactics, the mindset, and the cashflow mechanics behind one of the fastest-scaling bootstrapped brands in history. 

The conversation dives into COMFRT’s radical affiliate strategy — recruiting thousands of zero-follower creators and turning them into brand missionaries through Discord communities, weekly coaching calls, and a grueling “1,000 videos in a month” challenge. 

Sean and Matt debate why TikTok Shop is a top-of-funnel awareness play that no one profits from as a standalone channel, how paying affiliates after the sale creates a massive cashflow advantage, and why having a selfish mission — one that directly helps the buyer — is the secret ingredient most brands are missing. 

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More than the incredible (true) story of one founder’s journey to turn around the company he created, this is a public coaching session on what it takes to win as a 6–7 figure brand.

Sean Frank and Matt Bertulli sit down with Ben Leonard, founder of Beast Gear, a strength and conditioning brand he built from scratch in Scotland, sold to Thrasio in 2019, and bought back after watching it decline for years.

Together, they dig into what went wrong, what Ben is doing to resurrect it, and why he’s launching a new product at the same time. The conversation covers the rise and fall of the Amazon aggregator model and the brutal math of earn-outs when a buyer stops investing in your brand. Ben walks through how Beast Gear went from $6 million in revenue to barely $500k after Thrasio killed the website, email marketing, and social media.

The hosts also guide Ben through their turnaround playbook, from TikTok Shop and founder-led content to reclaiming damaged Amazon listings.

Connect with Ben Leonard

https://www.youtube.com/@benleonardpro
https://www.linkedin.com/in/benjleonard/
https://www.beastgear.co.uk/

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What does it take to build a ~$300M apparel brand from scratch?

Matt Bertulli and Mike Beckham sit down with Ryan Bartlett, Co-Founder, and Ben Diamond, CEO of True Classic, for their first-ever joint interview. Together, they unpack how a professional poker player and a Meta executive became one of the most formidable partnerships in DTC + built a men’s and women’s wear empire on the back of white t-shirts.

From the early days of consulting on Facebook ads to their obsessive focus on fit, speed, and customer value, Ryan and Ben reveal why they cut 80% of their product catalog, how tariffs forced their most profitable quarter ever, and what it really means to “seek the truth” instead of being right.

Plus, they get into AI-generated creative, why big brand activations are overrated, and the surprising power of giving away $100 poker chips to Uber drivers.