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Chris Sacca's True Unfiltered Opinion on Facebook and Softbank | Full Interview

Chris Sacca, 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. Chris Sacca joins Harry Stebbings, host of 20VC, to talk about coming out of retirement to unf**k the planet with Lowercarbon, how Chris evaluates his relationship to money today, why we have bred a generation of ass**** kids, do VCs provide any real value and the true, unfiltered opinion on Facebook and Softbank In Today’s Episode with Chris Sacca You Will Learn: 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? #20VC #ChrisSacca #VentureCapital #HarryStebbings #softbank #facebook #climatechange #climatetech #electricplane

Harry StebbingshostChris Saccaguest
Jan 19, 20221h 24mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Chris Sacca On Money, Parenting, Climate Bets, And Calling Out Power

  1. Chris Sacca traces his path from leveraged day-trading and early angel bets in Photobucket and Twitter to building Lowercarbon Capital, explaining how painful losses and outsized wins shaped his attitude toward risk, money, and status. He talks candidly about designing a healthy relationship with wealth, marriage, and parenting, emphasizing gratitude, service, and avoiding raising entitled kids in an over-optimized, monoculture tech world. Sacca details why he stepped back from classic tech VC, then returned with obsessive focus on climate, arguing that new economics, computing, and biology make climate startups both highly profitable and planet-scale. Throughout, he is bluntly critical of Facebook, SoftBank, and weak venture behavior, and lays out how he thinks great VCs, managers, and founders should actually operate.

IDEAS WORTH REMEMBERING

5 ideas

Separate luck from talent to avoid ego-driven investing.

Sacca’s $12M trading rise and $4M collapse taught him that up-markets often reflect luck, not genius; he now assumes gains are mostly fortune and treats losses as signals to improve skill and hustle, which keeps him grounded when making big, concentrated bets.

Design your relationship with money around freedom, not comparison.

He and Crystal interviewed both thriving and ruined rich people, learning to avoid endless status games, excessive property ownership, and letting wealth dictate life; instead they use money to remove anxiety for family, fund causes, and create options without becoming “prisoners to their stuff.”

Raise kids with gratitude, work, and loss—not optimized résumés.

Sacca rejects the arms race of elite schools, early coding, and over-specialized sports; his kids muck stables, participate in philanthropy, and are allowed to lose, because he believes privilege makes them more at risk of becoming “assholes” than average kids.

Insist on ownership mentality and radical candor in teams.

He only works with “A-teamers” who bring full effort, own their mistakes, and can run major pieces of the business; feedback is delivered by clearly expressing disappointment and then asking, “What do you think we should do next?” so people own the solution.

Build a reputation so the best founders seek you out.

Rather than chasing every deal, Sacca focuses on being conspicuously useful—storytelling, company-building, hiring help—so elite founders and co-investors proactively bring him opportunities; the discipline is in picking the few where his involvement materially improves the odds of success and ownership is meaningful.

WORDS WORTH SAVING

5 quotes

You learn over time to invert that curve: when things are going up, it's lucky; when things are going down, it's some lack of talent and you need to double down and hustle.

Chris Sacca

Our kids growing up with some privilege are at higher risk for being assholes than average kids.

Chris Sacca

I just have no time in my life for B‑teamers, let alone C‑teamers or D‑teamers.

Chris Sacca

Facebook is a cancer and they know it.

Chris Sacca

We are going to transition to a clean energy economy… it’s just not going to happen fast enough unless we also research reflecting sunlight back into space.

Chris Sacca

Early investing experiences, market losses, and mindset around luck vs. talentRelationship to money, wealth, and designing a life with his wife CrystalParenting philosophy, kids, education, and the dangers of over-optimization and entitlementHumanity, diversity, and the monoculture problem in tech and product-buildingManagement, radical candor, hiring only “A-teamers,” and how VCs can be truly helpfulOrigin, thesis, and economics of Lowercarbon Capital and climate-tech investingSharp critiques of Facebook, SoftBank, and the current venture/late-stage ecosystem

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