David Tisch shares insights from 350+ early-stage investments in companies like Plaid & Roman, importance of reputation, dealing with sharp-elbowed investors & more | Angel S5 E1

Check out BoxGroup: https://boxgroup.com FOLLOW David: https://twitter.com/davidtisch FOLLOW Jason: https://linktr.ee/calacanis Show notes: 0:00 Start 1:04 Jason intros BoxGroup's David Tisch & they discuss being an angel investor post-Great Recession & starting Open Angel Forum 7:36 David on investing his own money until 2019 & why he decided to raise from LPs, investing in 350+ companies 10:45 Odoo - Get your first app free & $1000 off your first implementation pack at https://odoo.com/twist 12:18 Expectations in a 350+ company portfolio 16:36 Investing in Plaid: Why he invested, how he met the founder, where do they go from here 23:22 LinkedIn Jobs - Post your first job free at https://www.linkedin.com/angel 24:53 Big winners for BoxGroup so far, 10% of investments driving most of the returns, huge feedback loops in early-stage investing 31:01 Dealing with bad investors in the middle tier, importance of reputation 34:46 OurCrowd - Sign up for a free account at https://www.ourcrowd.com/twist 36:23 How David interacts with portfolio founders regarding advice & company-building, judging the experiment & founder instead of the company itself 41:51 Ownership concentration, taking pro-rata, dealing with sharp-elbowed investors 49:38 How Lee Fixel personifies the low-profile, incredibly reputable investor 52:34 How mentality changes when investing your own money vs. other people's money, pattern recognition on founders, rarity of depth of talent 1:03:59 Thoughts on WeWork, media misalignment, anti-capitalism, big tech meaning well