Mar 10, 2021 · 1h 5m · my-first-million
MFM #159: A 9-Figure Sex Toy Company & The Man With A Million Acres
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
In this episode of My First Million, Sam Parr and Sean Puri explore unconventional business empires, including the $100M Fleshlight enterprise and Brad Kelley's million-acre land portfolio. They also break down vintage tech collectibles, venture capital power laws, and the psychological shifts in risk tolerance that occur post-business exit.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. The hosts hold 98.3% of the talking time here. How this is scored →
speaking balance: gold is the hosts, purple is the guest (3 minute bins)
John Abreu candidly grades the episode a B+ on air, telling the hosts the research was solid but not as juicy as it could have been.
Hardest push from the hosts ▶ 55:15 Shaan rejects Indie.vc founder narrativeShaan firmly pushes back on the claim that LPs rejected Indie.vc due to philosophical bias, arguing the fund manager is whining rather than admitting subpar returns.
Biggest teaching moment ▶ 22:03 Sam connects Fleshlight to Onnit and Joe RoganSam surprises Shaan by revealing that Fleshlight founder Steve Shubin's son is Aubrey Marcus of Onnit, who secured Fleshlight as Joe Rogan's very first podcast sponsor.
The host holds their own ▶ 57:26 Shaan explains VC game theory and power lawsShaan demonstrates deep mastery of venture capital mechanics, articulating how mathematical power laws and game theory dictate fund strategy rather than personal hubris.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | The hosts as informed peer | Guest teaching | Guest disagreement | The hosts pushing back | Why |
|---|---|---|---|---|---|---|
| Upgrading Studios and the "Video Native" Generation | 2 | 1 | 1 | 1 | Shaan and Sam casually banter about Shaan's new garage studio and discuss how Gen Z creators are video natives. Shaan brings producer John Abreu into the conversation to compare Snapchat texting vs photo reply habits. | |
| Collecting Vintage Apple Tech and Retro Hardware | 3 | 1 | 0 | 0 | Sam shares pricing research from eBay on vintage Apple IIs, Macintosh computers, and early iPods, arguing vintage hardware will become valuable collectibles. Shaan enthusiastically agrees and plans to buy some. | |
| Crowdfunding Michael Jordan's Mansion and Viral Clips | 4 | 1 | 1 | 3 | Shaan recaps audience feedback on crowdfunding Michael Jordan's mansion, proposing fractional ownership via Rally Road. Shaan mocks Sam for being too scared to take reputational risks after selling his company. | |
| Declining Youth Intimacy and Emerging Kegel Apps | 3 | 1 | 0 | 0 | Sam brings up demographic stats regarding rising sexual inactivity among young men and details Nat Eliason's profitable niche Kegel training app. | |
| The Fleshlight Empire, Elephant Prosthetics, and Vice Commerce | 6 | 2 | 0 | 1 | Shaan delivers a detailed narrative on the founding and growth of Fleshlight, their manufacturing pivot, elephant prosthetics side business, and the marketing barriers around payment processing and advertising for vice commerce. | |
| Billy of the Week: Brad Kelley's Billion-Acre Empire | 6 | 1 | 0 | 2 | Sam profiles billionaire recluse Brad Kelley, his cigarette empire, massive land acquisitions, and purchase of Lonely Planet. Shaan probes the moral ambiguity of cigarette wealth and compares Kelley to hyper-vocal tech founders. | |
| Medlevels.fyi: Crowdsourcing Physician Compensation Data | 6 | 1 | 1 | 4 | After briefly shouting out Medlevels.fyi, the hosts debate angel investing principles and the shutdown of Indie.vc. Shaan pushes back hard against the narrative blaming LPs, arguing the fund simply failed to deliver compelling returns. | |
| Episode Debrief, Narrative Formats, and Timeless Wisdom | 3 | 2 | 2 | 2 | Producer John Abreu grades the episode a B+ and doubts whether business biographies can sustain 60-90 minute podcast runtimes like true crime. Sam and Shaan discuss adopting narrative deep-dives and focusing on timeless wisdom. |