We launched a $40k/month newsletter

10 Aug 2024 · 54 min
53:52

In this live‑audience hangout, Andrew Warner interviews serial entrepreneur Jesse Pujji about the creation and rapid monetization of the Bootstrap Giants newsletter and related ventures. Jesse recounts his background—from early ventures and the sale of Ampush to founding the venture studio GatewayX—and explains the philosophy of "bootstrap giants," companies that grow profitably without venture capital. They discuss how they built the newsletter’s audience, created a media kit, and secured sponsorships (Superhuman, Notion, Rippling) that generated $40‑$50K in monthly revenue. The conversation covers their sales‑first approach, transparent sponsor relationships, Slack‑based collaboration, and the role of their COO in operationalizing the studio. They contrast private equity with venture capital as financing options for bootstrapped founders, explore ideas for self‑liquidating email acquisition, and outline future product experiments (e.g., B2B sales guides). The episode ends with reflections on community building, content strategy, and plans for future episodes.

Chapters

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