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PodMine
My First Million
My First Million•September 5, 2025

7 People Making $5M-$10M From Weird Hobbies

A deep dive into the world of successful "creator middle class" entrepreneurs who leverage their niche content and passionate audiences to build multi-million dollar businesses across diverse industries like woodworking, car reviews, ranch life, and more. The episode explores how creators can transform their online following into scalable ventures by staying authentic, understanding their audience, and developing innovative products.
Solo Entrepreneurs
Creator Economy
Business News Analysis
Bootstrapping
Jocko Willink
Sam Parr
Billy Libby
Jonathan Katz Moses

Summary Sections

  • Podcast Summary
  • Speakers
  • Key Takeaways
  • Compelling StoriesPremium
  • Strategies & FrameworksPremium
  • Thought-Provoking QuotesPremium
  • Statistics & Facts
  • Additional ContextPremium
  • Key Takeaways TablePlus
  • Critical AnalysisPlus
  • Similar StrategiesPlus
  • Books & Articles MentionedPlus
  • Products, Tools & Software MentionedPlus
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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.

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Podcast Summary

In this episode, venture partner Billy Libby from Slow Ventures explores the untapped potential of creator-led businesses and the rise of the "creator middle class." He shares fascinating case studies of niche creators building $50-100 million companies—from Jonathan Katz Moses raising $2M for his woodworking tools empire (09:21) to Five Marys Ranch scaling from restaurant tours to a multi-million dollar ethical meat operation (16:08). Libby reveals how creators like Doug DeMuro have facilitated over $450 million in car sales (04:03) and breaks down the secret formula: building authentic audience trust over years, identifying white space in passion categories, and developing products that serve genuine community needs rather than just monetizing attention.

Speakers

Billy Libby

Venture Partner at Slow Ventures and former team member at The Chernin Group. He's led investments in breakthrough creator-led businesses including Jonathan Katz Moses' Kilometers Tools ($6M revenue), and has deep expertise in identifying "creator middle class" entrepreneurs who build scalable ventures from niche communities. His background spans both growth-stage and early-stage investing in the creator economy.

Sam Parr (Host)

Founder and former CEO of The Hustle (sold for ~$27M), current founder of Hampton ($10M+ revenue). Serial entrepreneur who built multiple media and business communities from near-zero capital, author of business insights for ambitious professionals.

Key Takeaways

Build Trust for Years Before Launching Products

Successful creator businesses require 4-6 years of building authentic audience trust in a specific niche before launching products. Jonathan Katz Moses spent years establishing credibility in woodworking before launching his $6 million tool business, while Mary at Five Marys documented her ranch-building journey for years before selling beef subscriptions. (23:38) The creators with venture-scale potential are those who become trusted voices of authority in their categories over extended periods.

Focus on Passion Categories with Product-Market Fit

Choose niches that combine your genuine passion with clear bottom-of-funnel products. Doug DeMuro's car obsession led to Cars & Bids generating $450 million in vehicle sales, while Larry from Ammo NYC turned car detailing passion into a celebrity clientele and product empire. (04:02) Avoid purely entertainment content—funny creators often struggle to monetize because audiences won't transact for products unrelated to the content.

Start with iPhone Content, Scale with Intention

Begin creating content immediately with basic equipment—Mary shoots everything on iPhone and built a venture-scalable ranch business. (35:37) However, match production quality to your audience expectations: Larry's high-end car content requires professional lighting for million-dollar vehicles, while Detail Geek's muddy truck transformations work perfectly with simpler setups.

Take Strategic Shots on Goal

Once you establish core business success, systematically test adjacent products that feel authentic to your audience. Jocko Willink moved from leadership courses to tactical apparel to JockoFuel supplements—each expansion leveraging his military credibility. (26:04) The key is prioritization: ensure you have operators managing existing revenue streams before pursuing new opportunities.

Target Underserved Enthusiast Markets

Look for passionate communities spending significant money but lacking creator-led brands: everyday carry (knives, wallets, watches), chess instruction, Brazilian jiu-jitsu training, and second amendment education all represent massive opportunities. (50:02) These audiences will pay premium prices for products from creators they trust as authentic practitioners in their field.

Compelling Stories

Available with a Premium subscription

Strategies & Frameworks

Available with a Premium subscription

Thought-Provoking Quotes

Available with a Premium subscription

Statistics & Facts

  1. Jonathan Katz Moses' woodworking tool business does around $6,000,000 in revenue with only 600,000 YouTube subscribers and one video per month output frequency (Slow Ventures investment discussion). (09:21)
  2. Doug DeMuro has sold approximately $450,000,000 worth of vehicles through Cars & Bids since launch (Chernin Group venture partner estimate). (04:03)
  3. Five Marys Ranch operates with 600 acres and 600 cattle, built from 400,000 Instagram followers (ranch business case study). (16:55)

Additional Context

Available with a Premium subscription

Key Takeaways Table

Available with a Plus subscription

Critical Analysis

Available with a Plus subscription

Similar Strategies

Available with a Plus subscription

Books & Articles Mentioned

Available with a Plus subscription

Products, Tools & Software Mentioned

Available with a Plus subscription

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