Check out Initialized: https://initialized.com

FOLLOW Garry: https://twitter.com/garrytan FOLLOW Jason: https://linktr.ee/calacanis

Show notes: 1:08 Jason intros Garry Tan & they talk about Garry's Posterous regrets & lessons from failure, going from seed-stage to growth-stage founder 8:33 Garry on life as an investor, Paul Graham's original YC content/community funnel 11:04 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel 12:39 Garry's YouTube experience, investing in Clubhouse & the social audio space & Jason's Clubhouse beef 20:27 Twitter spaces coexisting with Clubhouse, Twitter's recent product groove, Initialized's investment in Clubhouse 28:05 Assure - Get 20% off your first SPV at http://assure.co/angel 29:40 How accelerators get great value, Capital-as-a-Service, equity participation as newer generations' north star 36:37 Sweet spot age for founders, ISAs & community-driven learning 39:13 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist 40:44 VCs moving downstream & missing the early-stage orchard, potential new models to provide value, avoiding sharp elbows as a seed investor 48:58 Garry explains Alexis Ohanian leaving Initialized & their continued bond as friends 53:55 Unicorn patterns, understanding important consumer metrics

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Check out Automattic: https://automattic.com

FOLLOW Matt: https://twitter.com/photomatt

FOLLOW Jason: https://linktr.ee/calacanis

Show notes:

1:07 Jason intros Matt Mullenweg & they discuss starting WordPress & getting into angel investing

5:47 Angel investing in the early 2000's as ecosystem building & charity, Automattic's SPAC potential, potential for individual properties to spin out

11:48 OurCrowd - Sign up for a free account at https://www.ourcrowd.com/twist

13:14 How WooCommerce compares to Shopify, open-source flexibility, thoughts on running a public company, difficulty of the media business

20:17 Audrey Hepburn's influence on Matt

21:30 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

23:03 Matt's first big hits as an investor, holding on to winners

28:15 Practical uses for crypto, being bullish on the technology of crypto, impact of bad actors on decentralized systems

34:30 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

35:48 Policing speech on the Internet, Trump stress test, analyzing Trump's ban

48:17 Pioneering remote work, future in a post-COVID world, advantages in competing for top talent, middle management's disadvantages due to remote work

59:37 Future of San Francisco, managing hybrid in-person / remote, tips for new founders

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Check out Greylock: https://greylock.com

FOLLOW Reid: https://twitter.com/reidhoffman

FOLLOW Jason: https://linktr.ee/calacanis

Show notes:

1:07 Jason intros Reid Hoffman & they discuss the Joby Aviation VTOL SPAC, VTOLs vs. self-driving

11:53 Assure - Get 20% off your first SPV at http://assure.co/angel

13:26 Reid on setting up the meeting between Peter Thiel and Mark Zuckerberg, hitting a 20000x+ with Facebook, opportunities for sustained growth in the big tech reaches population limitations

18:02 When business leaders should speak up on certain issues

23:50 Reinstating Trump's accounts

25:15 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel

26:50 Anti-portfolio: Reid tells the story of missing on Stripe, is ownership % overrated?

36:12 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist

37:31 Navigating potential portfolio conflicts

40:59 Lessons from hitting on Airbnb with his first investment at Greylock

49:15 Passing on SpaceX after an Elon pitch, returning billions to LPs in one investment

54:28 Reid's process for being a world-class investor, breaking down the Clubhouse investment

1:01:08 Investing over Zoom, future of Silicon Valley & San Francisco, Reid's next act

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