Chris Sacca is the Founder and Chairman @ Lowercase Capital, one of the best performing funds in the history of venture capital with a portfolio including Uber, Stripe, Twitter, Instagram, Twilio, Docker and many more. Despite this incredible success, in 2017, Chris and his wife, Crystal announced they would be stepping back from day to day investing to focus on ongoing efforts to rescue our democracy, heal the planet, promote diversity within venture capital. Earlier this year, they announced Lowercarbon Capital, with $800M AUM, with the mission to back companies that make real money slashing CO2 emissions, and buying us time to unf**k the planet. Fun fact: As a result of his incredible investing success Chris has also been a Shark on Shark Tank and even starred in an episode of Billions.
1.) How Chris made his way into the world of investing having started life as a lawyer? What was his first investment? How did the first Twitter $25K angel check come about?
2.) How does Chris evaluate his own relationship to money and wealth? Why did Chris and Crystal interview some of the wealthiest people? What did they learn from those discussions? How does Chris view the role of luck? Why was it when Chris lacked optimism he lost the most money? How did being $4M in the hole from public markets impact his mindset?
3.) What does it mean for Chris to bring up healthy and happy children? Why does Chris believe today's parenting has bred a generation of asshole kids? In what way is great parenting aligned to great team management? How does Chris give feedback to his teams vs his children? What tone should be used? Should it always be "radical candor"? Should it be immediate?
4.) Does Chris believe that VCs really add any value? What does Chris believe is his secret sauce? Why does Chris believe that as a VC you have to be outspoken and loud about the value you provide? What have been some of the biggest lessons for Chris from sitting on boards and working with Bill Gurley? Why does Chris believe that most VCs are shitty managers?
5.) Why did Chris decide to come back from retirement and found Lowercarbon with Crystal? Why did he not decide to do it all with his own money? Why is now different for climate tech than prior generations of climate tech innovation? How big does Chris want to scale Lowercarbon? Will Chris make more money from climate investing than from tech?
Chris' Favourite Book: Not Fade Away: A Short Life Well Lived, How To Raise an Adult