Due To My Role is where PE Guy sits down with substantial founders, comedians, and the most interesting people on the internet to talk money, power, taste, and how it really all works behind the scenes. We get into how they made it, how they spend it, who they know, and where they actually hang when the cameras are off.
Expect conversations about real exits, private equity, absurd lifestyles, exclusive clubs, quiet flexes, catastrophic mistakes, and the decisions that separate operators from spectators. If you want polite success stories, this isn’t that. If you want the unfiltered version of money, influence, and identity — welcome to the table.
Due To My Role | How Poppi Sold Soda Back to America for a $1.9B Exit with Stephen Ellsworth | EP10
Stephen Ellsworth, co-founder of Poppi, joins Due To My Role to break down what actually goes into building — and exiting — a modern consumer brand. Poppi started as a scrappy apple-cider-vinegar drink sold at farmers markets, became a breakout Shark Tank success story, and ultimately sold to Pepsi for $1.95 billion. But the real story isn’t the TV moment — it’s the decade-long grind between launch and liquidity. Stephen walks through the realities founders don’t post on LinkedIn: maxed-out...
2 Feb 2026
Due To My Role | Billy McFarland’s Venezuela Jet-Ski Mission & High-Risk Venture | EP 009
Billy McFarland joins Due To My Role to walk through his most aggressive idea yet... a live-streamed jet-ski expedition from Utila, Honduras to Venezuela, departing shortly after the Super Bowl and expected to take 17 days coast-to-coast. The plan is simple and insane: beat Wall Street to Margarita Island by jet ski, acquire beachfront land before institutional capital arrives, host a high-profile “freedom concert,” drive attention and value, then sell the land at a premium. Three seats are ...
26 Jan 2026
Due To My Role | The Business of Being Everywhere with Wonton Don of Barstool Sports | EP 008
Wonton Don didn’t follow a plan — he followed curiosity. In Episode 008 of Due To My Role, Johnny Hilbrant sits down with Barstool Sports’ Foreign Correspondent, Wonton Don, to break down how 8 years living in China, a willingness to lean into weird ideas, and zero interest in a traditional career turned into one of the most durable roles in modern media. They unpack how Barstool actually works behind the scenes, why creative freedom only exists if you earn it, and how Don built multiple tr...
19 Jan 2026
Due To My Role | Anna Delvey Has Moved On — The Internet Hasn’t | EP 007
What happens when the narrative is dead, and the press isn’t? In this episode of Due To My Role, Johnny Hilbrant (PE Guy) sits down with Anna Delvey for a conversation most interviews refuse to have—not about the past everyone already litigated, but about control, silence, and why refusing to perform remorse can actually be leverage. Anna breaks down what it’s like to exist as a public figure, people think they understand, while deliberately giving them nothing. Unpacking reputation versus re...
12 Jan 2026
Due To My Role | Grief, Growth & Getting Paid with Heather McMahan | EP 006
Johnny Hilbrant (aka PE Guy) sits down with Heather McMahan for a conversation that starts funny, gets real fast, and ends somewhere most business or comedy interviews never go. What begins as a conversation about comedy quickly becomes a look at how Heather actually runs her career — treating stand-up, touring, podcasting, and specials as a real operating system, not just creative output. She talks candidly about building multiple income streams in an oversaturated creator economy, why she c...
5 Jan 2026
Due To My Role | Quitting M&A Consulting to Go Full-Time Comedy with Joe Fenti | EP 005
In Episode 005 of Due To My Role, Johnny Hilbrant (aka PE Guy) sits down with Joe Fenti — Boston comedian and former consulting / M&A guy — to talk about the reality of leaving a “serious” corporate career to build a comedy business from scratch. Joe breaks down what it actually looks like to go full-time comedy: writing every day, turning jokes into sketches, touring the country (35 cities), and self-funding a 60-minute stand-up special with real production (multiple cameras, audio, lig...
29 Dec 2025
Due To My Role | Power Without Permission with Jim Acosta | EP 004
Johnny Hilbrant (aka PE Guy) sits down with Jim Acosta, former CNN Chief White House Correspondent, to unpack what power actually looks like when permission is no longer required. Jim reflects on his career inside legacy media, covering two presidential administrations, and the moment that put press freedom, access, and authority at the center of the national conversation. From there, the discussion turns to what’s happening behind the scenes in journalism today — the decline of corporate me...
22 Dec 2025
Due To My Role | Life After Wimbledon Isn't What You Expect— Sam Querrey & John Isner | EP 003
In Episode 003 of Due To My Role, Johnny Hilbrant (aka PE Guy) sits down with former professional tennis players John Isner and Sam Querrey to talk about what actually happens after elite sports — when the career ends, the prime earning window closes, and identity has to be rebuilt from scratch. They break down John’s historic 11-hour Wimbledon match that changed the rules of tennis forever, Sam’s blunt take on being priced out of the US Open as a spectator, and how corporate money and influ...
15 Dec 2025
Due To My Role | How Brady Perrigo Built Del Toro Shoes Into an 8-Figure Luxury Brand | EP 002
In Episode 2 of Due To My Role, Johnny Hilbrant (aka PE Guy) sits down with Brady Perrigo, CEO and designer of Del Toro Shoes, to break down how he took a struggling luxury footwear brand and rebuilt it into an 8-figure business worn by NBA players, Wall Street operators, and celebrities — without paying for placements. Brady walks through how a decade in banking and private equity prepared him for the turnaround, why Del Toro’s move into loafers was a total accident that paid off, and...
8 Dec 2025
Due To My Role | The Health Guru Who Cashed Out for $200M — Mark Sisson | EP 001
Johnny Hilbrant (aka PE Guy) sits down with Mark Sisson, founder of Primal Kitchen, to unpack one of the most influential exits in the natural food space. From elite endurance athlete to bestselling author to building a clean-ingredient brand that sold to Kraft Heinz for nearly $200M, Mark breaks down the real story behind the brand, the exit, and what it takes to scale a mission-driven business. They dive into entrepreneurship, private equity, longevity, metabolic health, and the mindset be...
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