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20VC: Basecamp CEO Jason Fried on His Relationship To Risk, Money, Vulnerability and Self-Doubt, Fantasising About Being Fired, How To Optimise Decision-Making and Minimising Regret

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

Release Date: 03/22/2021

20VC: Scaling Zapier To $140M ARR and a $5Bn Valuation on $1.4M of Funding, What Founders Misunderstand About Fundraising & How Founders Should Think About Secondaries Today with Wade Foster, Founder & CEO @ Zapier show art 20VC: Scaling Zapier To $140M ARR and a $5Bn Valuation on $1.4M of Funding, What Founders Misunderstand About Fundraising & How Founders Should Think About Secondaries Today with Wade Foster, Founder & CEO @ Zapier

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Co-Founder & CEO @ , the company that moves info between your web apps automatically, so you can focus on your most important work. Post YC in 2012, Wade raised $1.4M for the company from Bessemer and Threshold but since that round, he scaled the company to $140M in ARR and a $5Bn valuation with Sequoia and Steadfast buying out some early investors earlier this year. In Today’s Episode with Wade Foster You Will Learn: 1.) How Wade made his way from email marketing manager to founding one of YC's most successful alum in the form of Zapier? Does Wade agree with the "fake it...

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20VC: Revolut Founder Nikolay Storonsky on His Leadership Style and Relationship To Ambition, His Biggest Lessons From Scaling Revolut Globally; What Worked, What Did Not & Why Speed of Product Shipment is The Most Important Thing show art 20VC: Revolut Founder Nikolay Storonsky on His Leadership Style and Relationship To Ambition, His Biggest Lessons From Scaling Revolut Globally; What Worked, What Did Not & Why Speed of Product Shipment is The Most Important Thing

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder & CEO @ , one of the world's largest and fastest-growing fintechs offering everything from personal to business banking, providing a better way to manage your money. To date, Nikolay has raised over $905M with Revolut from Ribbit, Index, DST, Balderton and Bond Capital to name a few. Nikolay has scaled Revolut to over 2,000 employees across 4 continents. Before changing the world of neo-banking, Nikolay spent 8 years as a derivatives trader at both Lehman Brothers and Credit Suisse in London. In Today’s Episode with Nikolay Storonsky You Will Learn: 1.) How Nikolay...

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20VC: Checkout.com Founder Guillaume Pousaz on The Transition From Bootstrapped Founder to Raising $830M and a $15Bn Valuation, What It Means To Have 20VC: Checkout.com Founder Guillaume Pousaz on The Transition From Bootstrapped Founder to Raising $830M and a $15Bn Valuation, What It Means To Have "3 Roadmaps For Life" & How Becoming a Parent Changes the Type of Leader You Are

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder and CEO of , one of the world's leading global payments solutions providers and one of Europe's most valuable private companies. Guillaume founded Checkout.com in 2012 and bootstrapped the business until its record-breaking $230M Series A led by Insight and DST in 2019. Since, Guillaume has raised a further $600M for Checkout from the likes of Coatue, Tiger, Blossom, GIC and Greenoaks. As part of this process, Guillaume has scaled the team to over 900 people around the world and Checkout as one of the category leaders in payments with a reported $15Bn valuation. In Today’s...

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20VC: Datadog CEO Olivier Pomel on The Scaling Journey to a $26Bn Market Cap, The Challenges in Moving From Single To Multi-Product Company & How To Scale Efficiently into $M+ Enterprise Deals  show art 20VC: Datadog CEO Olivier Pomel on The Scaling Journey to a $26Bn Market Cap, The Challenges in Moving From Single To Multi-Product Company & How To Scale Efficiently into $M+ Enterprise Deals

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder & CEO @ , the company building the next generation of tools for DevOps teams. Prior to their incredibly successful IPO in 2019, Olivier raised over $147M for the company from Index, ICONIQ, Meritech, IA Ventures, Amplify and OpenView, to name a few. Prior to founding Datadog and changing the world of devops, Olivier was a VP with Wireless Generation for 8 years leading an engineering team of close to 100 of the best developers in NYC. In Today’s Episode with Olivier Pomel You Will Learn: 1.) How Olivier made his way into the world of startups and what was the a-ha...

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20VC: How To Deliver Feedback with Compassion and Clarity, WTF Are Values Really and How To Instill Them & Raising $50M+ From Index and Greylock but Remaining in Stealth for 12 Months with Linda Lian, Co-Founder & CEO @ CommonRoom show art 20VC: How To Deliver Feedback with Compassion and Clarity, WTF Are Values Really and How To Instill Them & Raising $50M+ From Index and Greylock but Remaining in Stealth for 12 Months with Linda Lian, Co-Founder & CEO @ CommonRoom

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Co-Founder and CEO @ , the place where your organization and your community come together. To date, Linda has raised over $50M with CommonRoom from the likes of Danny Rimer @ Index Ventures, Sarah Guo @ Greylock, Dylan Field @ Figma, Dick Costolo and of course 20VC Fund. Prior to changing the world of community though, Linda spent close to 3 years at Amazon as a Senior Product Manager on AWS and Alexa. Before Amazon, Lida was on the other side of the table in venture as an associate at Madrona. In Today’s Episode with Linda Lian You Will Learn: 1.) How Linda made her way into...

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20VC: Benchmark's Peter Fenton on The Single Question That Defines The Art of Early Stage Venture, Marketing Timing Risk, Why The Oversupply of Capital Is Good & His Biggest Lessons from 12 Years On The New Relic Board show art 20VC: Benchmark's Peter Fenton on The Single Question That Defines The Art of Early Stage Venture, Marketing Timing Risk, Why The Oversupply of Capital Is Good & His Biggest Lessons from 12 Years On The New Relic Board

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is a General Partner @ , one of the great venture firms of the last 3 decades with a portfolio including the likes of SNAP, Twitter, eBay, New Relic, Stitchfix and many more. As for Peter, he has led deals, sits or has sat on the boards of Elastic, New Relic, Digits, Docker, Optimizely, Yelp and Zuora to name a few. Prior to Benchmark, Peter was a General Partner @ Accel Partners in San Francisco. As a result of his incredible track, Peter has been on the Forbes Midas List more times than I have done podcast episodes! In Today’s Episode with Peter Fenton You Will Learn: 1.) How a round...

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20VC: Nubank CEO David Velez on Scaling Nubank to a $25BN Company, Why What Makes a Great Founder Does Not Make a Great CEO & The Responsibility Framework and How Leaders Can Use It To Drive Efficiency show art 20VC: Nubank CEO David Velez on Scaling Nubank to a $25BN Company, Why What Makes a Great Founder Does Not Make a Great CEO & The Responsibility Framework and How Leaders Can Use It To Drive Efficiency

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder & CEO @ , one of the fastest growing digital banks in the world with operations in Brazil, Mexico, Argentina and Colombia. To fuel this growth, David has raised over $1.5BN for Nubank from some of the best in the business including Doug Leone @ Sequoia, Micky @ Ribbit, Thrive, Founders Fund, DST, Tiger and more. Before changing the world of LATAM finance, David was a Partner @ Sequoia where he was responsible for all LATAM investments. Prior to Sequoia, David was the co-founder of General Atlantic's South American investment programme. In Today’s Episode You Will...

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20VC: The Pinterest Memo: Bessemer's Jeremy Levine on The Secret To Success within User Generated Content Plays, Where Most Investors Make Mistakes When Analysing Consumer Social and How The Pinterest Deal Wouldn't Have Happened without a Diverse Partners show art 20VC: The Pinterest Memo: Bessemer's Jeremy Levine on The Secret To Success within User Generated Content Plays, Where Most Investors Make Mistakes When Analysing Consumer Social and How The Pinterest Deal Wouldn't Have Happened without a Diverse Partners

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is a Partner @ , one of the leading venture firms of the last 2 decades with a portfolio including the likes of Pinterest, Shopify, LinkedIn, Yelp, Twilio and many more. As for Jeremy, five of his early-stage investments—LinkedIn, MindBody, Pinterest, Shopify and Yelp—grew into billion-dollar publicly traded companies. As a result of his incredible portfolio, he has featured on the Forbes Midas List for several years running. In Today’s Episode with Jeremy Levine You Will Learn: 1.) How Jeremy came to make one great decision and make one big mistake all in one rainy afternoon in...

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20VC: Basecamp CEO Jason Fried on His Relationship To Risk, Money, Vulnerability and Self-Doubt, Fantasising About Being Fired, How To Optimise Decision-Making and Minimising Regret show art 20VC: Basecamp CEO Jason Fried on His Relationship To Risk, Money, Vulnerability and Self-Doubt, Fantasising About Being Fired, How To Optimise Decision-Making and Minimising Regret

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder & CEO @ , the project management and team communication tool trusted by millions. Over an incredible 22 year journey, they have scaled to over 3.5M accounts and in 2020 they went back to being a multi-product company with the launch of . Jason is also the co-author of the widely acclaimed, ReWork and has also made several angel investments in the likes of Intercom, Gumroad and Hodinkee to name a few. In Today’s Episode You Will Learn: 1.) How Jason Fried made his way into the world of startups and came to found one of the leading project management and team...

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20VC: Rappi Founder Simón Borrero on Growth vs Profitability, Capital Efficiency, Raising $1.7Bn as a LATAM Company and Why Uber Eats Did More To Help Than To Hurt Rappi show art 20VC: Rappi Founder Simón Borrero on Growth vs Profitability, Capital Efficiency, Raising $1.7Bn as a LATAM Company and Why Uber Eats Did More To Help Than To Hurt Rappi

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

Simón Borrero is the Founder & CEO @ , the startup that has become a cornerstone of the Latin American mobile ecosystem, coined as "the next Everything Store of Latin America". To date, Simon has raised over $1.7Bn for the company from the likes of Sequoia Capital, a16z, Softbank, DST Global, Y Combinator and more. Prior to Rappi, Simon was the founder of multiple former companies including Imaginamos, a software studio he grew to over 300 people. In Today’s Episode You Will Learn: 1.) How Simon made his way into the world of startups and came to found "the next Everything Store of...

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More Episodes

Jason Fried is the Founder & CEO @ Basecamp, the project management and team communication tool trusted by millions. Over an incredible 22 year journey, they have scaled to over 3.5M accounts and in 2020 they went back to being a multi-product company with the launch of their integrated email client & service, HEY. Jason is also the co-author of the widely acclaimed, ReWork and has also made several angel investments in the likes of Intercom, Gumroad and Hodinkee to name a few.

In Today’s Episode You Will Learn:

1.) How Jason Fried made his way into the world of startups and came to found one of the leading project management and team communications tools in the form of Basecamp?

2.) How does Jason analyse and evaluate his relationship to money? Why does Jason believe that he has this inherent downside protection when it comes to money? How does he structure his personal finances between stocks, cash, crypto etc etc? What have been some of Jason's biggest lessons when it comes to tying happiness to monetary levels?

3.) What does Jason mean when he says, "I have a fantasy of getting fired"? How does Jason think about knowing when is the right time to step away from the business? What would he like to do with that time? How does Jason feel about the challenge of tying his identity to his company? What are the dangers of doing so?

4.) How does Jason approach decision-making frameworks? What does Jason believe is the right way to respond when a decision does not go as planned? Where do many make mistakes here? Does Jason feel regret with decisions? How does Jason try and minimise regret?

5.) How does Jason feel about his biggest insecurities as a leader and CEO today? What are Jason's views on a CEO's ability to have self-doubt and be vulnerable? How have his views on this changed over the years? In what way has having kids impacted Jason's operating mindset? How has it changed what he values and appreciates?

Item’s Mentioned In Today’s Episode

Jason’s Favourite Book: In Praise of Shadows

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