All-In’s Jason Calacanis joins to talk about how he broke into media and how it impacted his success as an entrepreneur. Plus the origins of blogs and the early internet, tech in journalism today, his own experiences as a podcaster and interview, and finally the Kanye controversy.

(0:00) Welcome Rashad

(2:25) Kanye Controversy

(9:32) Elon buys Twitter

(13:58) Welcome Jason Calacanis

(15:00) NYC and Silicon Alley

(18:32) Getting into media

(28:52) Web 1.0 to Web 2.0

(34:02) Tech and journalism

(44:09) This week in startups

(49:48) Palmer Luckey interview

(56:56) Kanye on Lex Friedman

(59:35) Responsibility as a public figure

(1:02:53) All-In and Cartoon Avatars

(1:09:23) Capturing lightning in a bottle

(1:16:19) Being in the public spotlight

(1:22:30) Wrap up

Mixed and edited: Justin Hrabovsky

Produced: Andrew Nadeau and Rashad Assir

Executive Producer: Josh Machiz

Music: Griff Lawson

🎙 Listen to the show

Apple Podcasts: https://podcasts.apple.com/us/podcast/three-cartoon-avatars/id1606770839

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Google Podcasts: https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9zb0hJZkhWbg

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About the Show

A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.

Executive Producer: Rashad Assir

Producer: Leah Clapper

Mixing and editing: Justin Hrabovsky

Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow

About the Show

Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.

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MEDITATION: Rabbi Angela Buchdahl- December 21, 2021