Episodes

20VC: How To Solve The Chicken and Egg Problem in Marketplaces? How Important Is Differentiated Supply? How To Prevent Leakage? How to Create Marketplace Defensibility and more with Alyssa Ravasio, Founder & CEO @ Hipcamp
March 27, 2020

20VC: How To Solve The Chicken and Egg Problem in Marketplaces? How I…

is the Founder & CEO @ , the startup that allows you to book unique camping experiences on over 300,000 campsites, cabins, RV parks, public parks and more. To date, Alyssa has raised over $41M in funding from some of the best in the...

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20VC: Multi-Stage Funds Investing At Seed Are Option Value Investing, Why The Biggest Enemy For Venture Firms Is Group Think and How Running Companies Changes Your Investment Mentality with Manu Kumar, Founder @ K9 Ventures
March 23, 2020

20VC: Multi-Stage Funds Investing At Seed Are Option Value Investing,…

is the Founder @ , one of the leading seed firms of the last decade with a portfolio including the likes of Carta, Lyft, Twilio, Auth0 and Lucidchart to name a few incredible companies. Prior to K9, Manu was either the founder or co-founder of 4...

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20VC: How To Assess Risk and Value Creation, Why It Would Be Better If VCs Had Smaller Portfolios & How To Optimise Internal Decision-Making with Misha Esipov, Founder & CEO @ Nova Credit
March 20, 2020

20VC: How To Assess Risk and Value Creation, Why It Would Be Better I…

is the Founder & CEO @ , the startup that allows you to use your international credit history to apply for credit cards, apartment rentals, loans and more. To date, Misha has raised over $69M with Nova from some of the best in the business Kleiner...

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20VC: True Ventures' Toni Schneider on How Being CEO @ Automattic (Wordpress) Made Him A Better Investor, The Biggest Lessons from Automattic on Running Successful Remote Teams and The Right Way For Investors To Show Founders They Have Thei
March 16, 2020

20VC: True Ventures' Toni Schneider on How Being CEO @ Automattic (Wo…

is a Partner @ , one of the valley's leading early-stage firms with a portfolio including the likes of Peloton, Hashicorp, Fitbit, Automattic (Wordpress) and Tray.io to name a few. As for Toni, he has spent 14 years as a Partner @ True but during that...

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20VC: 3 Addictions Of Early-Stage Startup Founders, How Founders Should Strategically Think Through Unit Economics From Day 1 & Why Micromanagement Can Be Beneficial In The Early Days with Adena Hefets, Co-Founder @ Divvy Homes
March 13, 2020

20VC: 3 Addictions Of Early-Stage Startup Founders, How Founders Shou…

is Co-Founder @ , the startup that turns your monthly rent into a down payment allowing you to get on the property ladder, sooner. To date, Adena has raised over $189M with Divvy from some of the best in the business including a16z, Ray Tonsing @...

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20VC: Matt Mochary, Coach To Silicon Valley's Leading VCs & Founders on How To Deal with Imposter Syndrome and Self-Doubt, How To Manage Fear and Anger & Why Board Seats Are The Death of Investors
March 9, 2020

20VC: Matt Mochary, Coach To Silicon Valley's Leading VCs & Founders …

coaches some of the world's leading venture capitalists and founders helping them to build the best organizations possible. On the VC side, Matt has worked with Peter Fenton @ Benchmark, several Sequoia Partners, Hemant @ GC and Mamoon @ Kleiner to...

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20VC: Why Most Founders Do Not Structure Their Fundraise Correctly, The Pros Of Having An MBA As A Startup Founder & How To Manage The Psychology Of Being CEO and Overcome Self Doubt with Iman Abuzeid, Founder & CEO @ Incredible Health
March 6, 2020

20VC: Why Most Founders Do Not Structure Their Fundraise Correctly, T…

is the Founder & CEO @ , the startup that connects hospitals with nurses and other high shortage healthcare professionals to dramatically speed up the hiring process. To date, Iman has raised over $17M with Incredible Health from some dear...

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20VC: Index Ventures Partner, Mark Goldberg on The Questions Founders Must Ask A Multi-Stage Fund Before Taking Their Money At Seed, Why Most Angels Will Lose Their Money & Why We Will See Our First $100Bn Neo-Bank Shortly
March 2, 2020

20VC: Index Ventures Partner, Mark Goldberg on The Questions Founders…

is a Partner @ , one of the leading venture firms of the last decade with a portfolio including the likes of Dropbox, Revolut, Supercell, Plaid and Transferwise to name a few. As for Mark, since joining Index he has largely specialised on all things...

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20VC: Gusto Co-Founder, Tomer London on Why Most Founders Approach Fundraising With The Wrong Mindset Today, How To Construct A Values/Motivation Alignment Test To Determine The Right Investors For You & Why Delight Is So Crucial To The Suc
Feb. 28, 2020

20VC: Gusto Co-Founder, Tomer London on Why Most Founders Approach Fu…

is the Co-Founder @ , the people platform for small businesses providing one place to run payroll, manage benefits, and support your team. To date, Tomer and the team have raised over $520M with Gusto from some of the industry's leading...

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20VC: Vinod Khosla on What Venture Assistance Really Means, Why Many VCs Are Not Qualified To Advise Founders & Why Startups Can Innovate So Much Faster Than Incumbents
Feb. 23, 2020

20VC: Vinod Khosla on What Venture Assistance Really Means, Why Many …

is the Founder @ , one of the valley’s most renowned firms of the last decade with a portfolio including Square, Affirm, DoorDash, Impossible Foods and OpenDoor just to name a few. As for Vinod, he started his career as a Founder,...

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20VC: Twitch Founder & CEO Emmett Shear on When To Persist vs When To Give Up For Entrepreneurs, The Fundamental Tension When Scaling Orgs and How To Optimise Them & How The Role of CEO Fundamentally Changes with Scale
Feb. 21, 2020

20VC: Twitch Founder & CEO Emmett Shear on When To Persist vs When To…

is the Co-Founder & CEO @ , the world's leading live streaming platform for gamers and the things we love. Prior to Twitch's exit to Amazon for a reported $970M, Emmett raised over $42M in funding from some of the best including...

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20VC: Ashton Kutcher on Early Lessons From Investing in Airbnb and Spotify, Why VC Ownership Requirements Are Becoming More and More Egregious & What Being Good At Product Truly Means
Feb. 17, 2020

20VC: Ashton Kutcher on Early Lessons From Investing in Airbnb and Sp…

is a Founder & General Partner @ . Over the last 5 years, Ashton and his partner, Guy Oseary, have built Sound into one of the West Coast's leading new entrants with a portfolio including Lambda School, Calm, Gitlab, Affirm, Bird...

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20VC: How  Founders Should Think Through Distribution and Customer Acquisition Today, The Challenges of the Digital Advertising Duopoly Currently & How To Structure Company Post Mortems Effectively with Gabriel Weinberg, Founder & CEO @ Duc
Feb. 14, 2020

20VC: How Founders Should Think Through Distribution and Customer Ac…

is the Founder & CEO @ , the Internet privacy company that empowers you to seamlessly take control of your personal information online, without any tradeoffs. Over the last 12 years, Gabe has scaled DuckDuckGo to doing 1.6Bn private...

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20VC: Lessons from 150 Angel Investments into the likes of Carta, Gusto, Airtable and Superhuman, Creating Algorithms and Models For Investing At Seed & Why Younger Investors Have An Advantage When It Comes To Finding Deals Early with Jude
Feb. 10, 2020

20VC: Lessons from 150 Angel Investments into the likes of Carta, Gus…

is the Founder & CEO @ , creating the world's first self-constructing knowledge database built by artificial and human intelligence. To date, Jude has raised from some of the best in the business including Founders Fund, a16z, SV...

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20VC: Why You Never Want To Fight A Fair Fit For Distribution, Why No Great Company Is Built with 1 Product and When To Release Your Second & What Founders Can Do To Extract The Most From Their Cap Table with Shoaib Makani, Founder & CEO @
Feb. 6, 2020

20VC: Why You Never Want To Fight A Fair Fit For Distribution, Why No…

is the Co-Founder & CEO @ , the modern fleet management platform building solutions that make drivers and fleets safer, smarter, and more efficient. To date, Shoaib has raised over $229M from some of the world's leading investors...

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Breaking News: Meet First Round Capital's Newest Partner, How To Approach Generational Transition as a Venture Firm & The Dangers of Attribution In Venture
Feb. 4, 2020

Breaking News: Meet First Round Capital's Newest Partner, How To Appr…

is 's newest Partner (announced today) having spent the last 2 years as a Founder-in-Residence working with the FRC portfolio. Prior to his time in venture, Todd spent close to 3 years at Dropbox as VP Product & Design. Before that he...

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20VC: Alexa Von Tobel on Raising NYC's Largest Ever Female Led Fund , Portfolio Construction, Compression of Fundraising Timelines, Reserves Management & Personal Branding in Venture
Jan. 31, 2020

20VC: Alexa Von Tobel on Raising NYC's Largest Ever Female Led Fund ,…

is the Founder & Managing Partner @ , announced in 2019 as the largest ever female-led VC fund based in NYC. Prior to co-founding Inspired, Alexa founded LearnVest where she enjoyed an incredible 11-year journey culminating in their...

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20VC: Moxxie Ventures' Katie Stanton on What It Takes To Raise A First Time Fund As A Solo GP, The Entrance of Multi-Stage Funds Into Seed Rounds and The Inverse Relationship of Those That Fund Diverse Managers and Those That Say They Do
Jan. 26, 2020

20VC: Moxxie Ventures' Katie Stanton on What It Takes To Raise A Firs…

is the Founder and General Partner of , investing in founders who make life and work better. Prior to Moxxie, Katie was a Founding Partner of #angels and has the most incredible angel portfolio including Airtable, Carta, Cameo, Coinbase and...

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20VC: The Most Successful Companies Are Not Where Employees Work The Most, How To Know When To Promote From Below Or Bring in External Candidates & Why It Is A Unique Advantage To Be Building A Company Outside A Tech Hub with Rick Nucci, Fo
Jan. 24, 2020

20VC: The Most Successful Companies Are Not Where Employees Work The …

is the Co-Founder & CEO @ , the knowledge management platform that delivers everything you need so you can spend less time searching and more time doing. To date, Rick has raised over $38m with Guru from some of the best in the business...

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20VC: Oaktree Capital’s Howard Marks on The Most Important Skill An Investor Can Have, The Right Way To Think About Price Sensitivity & Where Are We At Today; Take More Risk or Less?
Jan. 19, 2020

20VC: Oaktree Capital’s Howard Marks on The Most Important Skill An I…

is co-chairman and co-founder of , a leading investment firm with more than $120 billion in assets. Prior to founding Oaktree, Howard spent 10 years at The TCW Group, where he was responsible for investments in distressed debt,...

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20VC: Portfolio Construction, Optimising SPVs, Opportunity Investing "Between Rounds", Being Distribution-Centric Over Product-Centric and Capital Concentration Within Funds With Sumeet Gajri, Chief Strategy Officer @ Carta
Jan. 17, 2020

20VC: Portfolio Construction, Optimising SPVs, Opportunity Investing …

is the Chief Strategy Officer @ , the startup that helps companies and investors manage their cap tables, valuations, investments, and equity plans. Sumeet is largely responsible for all things fundraising and M&A and Carta have raised...

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20VC: Khosla Ventures Founding Partner, Samir Kaul on Why Pro Rata Is A Cop Out, Why He Likes Technical Risk and Does Not Take Market Risk & How To Approach Time Allocation Across The Portfolio In Venture
Jan. 12, 2020

20VC: Khosla Ventures Founding Partner, Samir Kaul on Why Pro Rata Is…

is a Founding Partner and Managing Director at , one of the valley's most renowned firms of the last decade with a portfolio including Square, Affirm, DoorDash, Impossible Foods and OpenDoor just to name a few. As for Samir, he led the...

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20VC: Raising $105m in Just 13 Months Over 3 Separate Rounds, The 5 Core Ways VCs Can Add Value & How Founders Can and Should Fully Leverage Their Cap Table with Kurt Rathmann, Founder & CEO @ ScaleFactor
Jan. 10, 2020

20VC: Raising $105m in Just 13 Months Over 3 Separate Rounds, The 5 C…

is the Founder & CEO @ , the startup providing an automated bookkeeping solution at its core, bringing all of your company’s important financial information into one place. To date, Kurt has raised over $105m with ScaleFactor from the...

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20VC: Why Now Is The Hardest Time To Raise an Institutional Pre-Seed in the Last Decade, What To Do When The Founder and VC Interests Do Not Align & The Rise of Pre-Emptive Rounds with Gaurav Jain, Founder & Managing Partner @ Afore Capital
Jan. 5, 2020

20VC: Why Now Is The Hardest Time To Raise an Institutional Pre-Seed …

is Co-Founder & Managing Partner @ , one of the west coast's leading pre-seed funds with a $124M fund focused purely on pre-seed. To date, they have backed the likes of Petal, BetterUp, BenchSci and Modern Health to name a...

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