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Jason's Podcasting Journey
- Jason Calacanis began podcasting for fun and keeps doing it because he loves conversations.
- Talking on podcasts inspires him and fuels his energy as an extrovert.
Shaan's Podcast Origin Story
- Shaan Puri started podcasting to share his ideas and connect without needing permission.
- Inviting interesting people on the show became a way to build relationships easily.
First Meeting Surprise
- Jason Calacanis recounts first meeting Cortland Allen, expecting a typical bootstrapped hacker but found a reasonable and successful entrepreneur.
- That meeting changed Jason's perception and gave him respect for Cortland's decision to stake into Stripe.