This week on Personal IPO we're joined by Jesse Pujji. Jesse is a founder who’s built and scaled multiple businesses to millions in profit — from co-founding Ampush, one of Facebook’s earliest marketing partners, to running Gateway X, a portfolio doing over $10M+ annually. In this episode, he breaks down the playbooks behind his success, including bootstrapping without funding, building elite talent pipelines, and using organic social to generate thousands of leads.

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Jesse Pujji

• Bootstrapped Giants
• LinkedIn⁠
• Twitter/X⁠
• Instagram⁠
• Gateway X⁠

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Nathan May

• ⁠LinkedIn⁠
• ⁠Twitter/X

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Timestamps

00:00 Introducing Jesse Pujji

03:00 Breaking down the Gateway X portfolio

04:16 The story of Jesse's first success, Ampush

12:31 The value of hiring great people

17:00 An argument against diversification

20:15 When did you feel rich?

23:50 The multi-million dollar tweet

30:00 The mutual intro playbook

37:13 Jesse's parents' influence

42:50 The difficulties of running these companies

47:17 The problem isn't demand, it's supply

49:26 It's not a zero sum game

53:30 Mistake founders make

56:45 Who does Jesse admire?