Welcome to The Quest Season 2: Episode 13 with Garry Tan: the Forbes Midas investor and YouTuber takes off his mask and brings us into his world. Garry Tan is a very close friend of mine. The co-founder of Initialized Capital is a veteran entrepreneur, investor, and online content creator. We share a familiar story: a couple of young Asian guys from a family of immigrants in America, building a career in tech, and eventually partnering at Y-Combinator. He also runs a popular YouTube channel, which has inspired me to create my own online content. This episode is particularly special to me because of how vulnerable Garry was willing to be, and how deeply connected I felt to him after our conversation. It was his trust in me that allowed us to discuss topics he hasn’t revealed anywhere else – growing up with an alcoholic father, going through therapy, learning to pull back the mask, and recognizing when expectations can be self-destructive. I am incredibly grateful for the amount of trust Garry has placed in me as a friend. This episode is a reminder for me personally that everyone is fighting their own battles. Conversations like this one with Garry represent why I started this podcast: to bring these stories to you. 0:00 Intro 1:03 Catching up 3:34 Generational trauma: opium, alcohol and abuse 10:00 From the Chinese diaspora, with an immigrant mindset 17:33 Dealing with expectations, comparing and taking off the mask 28:21 Parenting, selfishness and ego 37:29 Being vulnerable and doing therapy work early 40:59 Palantir (Peter Thiel) stories, the global brain and internal family systems 46:52 Building a legacy as an investor/YouTuber 52:42 Kindness, The Egg and Garry’s cosmology 58:57 Initialized Capital investing philosophy and Garry’s life advice 1:03:05 Q&A: Quest Fellow (Henry) Join Twitch co-founder, Justin Kan (aka your favorite founder's favorite founder), on a quest to discover the human stories behind icons in tech, business, sports, music, and beyond. Let’s F**king Grow. SUBSCRIBE TO THE QUEST ► @The Quest with Justin Kan Podcast SUBSCRIBE TO MY ADVICE AND LIFE STORIES ► @Justin Kan LISTEN TO THE QUEST POD ON APPLE POD/SPOTIFY: ? All things Quest: https://justinkan.club​​/listen FOLLOW ME: ? Twitter: https://twitter.com/justinkan​​​​​ ? TikTok: https://www.tiktok.com/@justinkan​​​​​ ? LinkedIn: https://www.linkedin.com/in/justinkan​​​ GET EXTRA CONTENT AND MORE: ✉️ Sign up to our newsletter: https://thequestpod.substack.com​​​ #GarryTan #YCombinator #InitializedCapital ... https://www.youtube.com/watch?v=y9ARFwBxz00

Welcome to Twitter University Episode 7 with Mac Conwell (@macconwell)! Mac the VC is the managing partner at RareBreed Ventures (https://www.rarebreed.vc/). He's a former software engineer and two-time founder: one company failed, the other went on to a successful exit. In this episode, we ask Mac to explain his most popular tweets. Do you agree with his takes? Let us know which ones are your favorite tweets in the comments ? TWITTER UNIVERSITY: ? Tech Twitter legends think different. We ask them to break down their most viral tweets and unpack the wisdom behind 280 characters. 00:00 Intro 00:18 Dropping Out of College 01:24 Work for the Impact, Not the Money 02:16 Don't Use Passive Language 03:14 Stay in Touch 04:31 I Still Get Nervous SUBSCRIBE TO FRACTAL RADIO ► @Fractal Radio FIND MAC ON: ?Twitter: https://twitter.com/MacConwell ? LinkedIn: https://www.linkedin.com/in/mckeever/ FOLLOW THE QUEST MEDIA ON: ?Twitter: https://twitter.com/thequestmedia ? LinkedIn: https://www.linkedin.com/company/the-quest-media/ #Twitter #TwitterUniversity #MacTheVC ... https://www.youtube.com/watch?v=PFJUrEqZb3g