How to build a $100M+ newsletter business

Synopsis
Sam and Shaan interview Sam Parr and Hubspot's Dharmesh Shah about how Sam built and sold The Hustle newsletter to HubSpot for eight figures, focusing on the journey from zero to 100K subscribers, then 100K to 1M, nontraditional hires like a head of memes, the Entrepreneurs Operating System (EOS), and finally what 8-figure newsletter exits look like. They also pitch 2025 newsletter ideas.
Ideas in this episode
- NFT art project
Sam Parr's newsletter playbook shows how a focused media brand can grow from zero to 100K subscribers, then toward 1M, monetize through sponsors and offers, and potentially reach an eight-figure exit.
- Paid niche newsletter
Sam Parr and Dharmesh Shah on building and selling The Hustle to HubSpot for 8 figures — nontraditional hires like a head of memes, EOS management and 8-figure newsletter exits.
- Newsletter as a media business
Sam and Dharmesh Shah on The Hustle's 8-figure HubSpot exit, EOS management and 2025 newsletter ideas.