This Week in Startups · Jason Calacanis

Level up your copywriting w/ Sam Parr | E2226

December 20, 2025·1 hr 6 min·5 clips
Sam Parr learned copywriting from shady marketers selling $30 million in pickup artist eBooks with 5,000-word emails.
Sam Parr, founder of The Hustle and Hampton, joins Jason Calacanis to discuss copywriting fundamentals, debunking myths about long-form content and sharing techniques like the AIDA model and writing simply. He also talks about his journey from shady internet marketing to building a $15,000/year founder community, emphasizing storytelling and personal connection in business.

As heard by us

Copywriting is cast as sales on paper, with long form framed as the more durable route.

The discussion treats copywriting as sales on paper and makes a steady case for long form as the format that still does the work. It leans on familiar examples to show how a page can carry the kind of one-to-one selling that once happened face to face, with David D'Angelo's…

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Why you'd press play

When the blank page wins, this one gives you a fast route through copywriting: treat sales as writing on paper, then practice.

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