20 Jan 2026
1h 5m

Why Most Paid Communities Suck... | Jordan DiPietro

Podcast cover

The Marketing Misfits

The discussion centers on community building, newsletters, and leveraging content to create trust and optionality in business. Jordan DiPietro, former CEO of The Hustle and Hampton, shares insights from his experiences at The Motley Fool, HubSpot, and Hampton, emphasizing that content can generate attention, which in turn builds trust, enabling diverse business opportunities. He highlights the shift from content-to-SaaS to content-to-community, noting the importance of unique expertise and vetting processes for successful community building. The conversation also covers strategies for growing a subscription base, the blending of B2B and B2C marketing, and the increasing importance of brand authenticity.

Outlines

Part 1: Introduction, Background

Part 2: Community Dynamics, Engagement

Part 3: Strategy, Pricing, Branding

Part 4: Growth, Leadership, Future

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