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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.
Power of Audio Fidelity
- Audio formats like podcasts build deeper affinity and recall than text because of added layers like tone and conversation.
- Podcasts allow authentic connection through voice, which text cannot capture effectively.
Audio Prevents Misunderstanding
- Audio conversations reveal tone and intention, reducing misunderstandings common on text-based platforms like Twitter.
- This is why Clubhouse and podcasts help convey context and avoid mischaracterizations.




