

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Harry Stebbings
The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman.
If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
Episodes
Mentioned books

Jan 11, 2019 • 30min
20VC: How Founders Can Really Get The Most Out of Their Board, Why Culture Fit At The Board Level Is Not Discussed Enough & Why Growth and Culture Are 2 Sides of The Same Coin with Avi Meir, Founder & CEO @ TravelPerk
Avi Meir is the Founder & CEO @ TravelPerk, the startup that allows you to book, manage and report all your business travel in one place. To date, Avi has raised over $73m with TravelPerk from the likes of Felix Capital, Yuri Milner, Spark Capital, Sunstone and LocalGlobe to name a few. Before founding TravelPerk, Avi founded HotelNinjas, a web-based hotel management software platform that was ultimately acquired by Booking.com. Prior to that, Avi was VP Product at Budgetplaces.com, which was acquired by Palamon in 2011. In Today’s Episode You Will Learn: 1.) How Avi made his way from the world of hotels to the world of founding startups and what was his entry point? How did Avi's experience with HotelNinja's impact his operating mindset with TravelPerk today? 2.) How does Avi think about attaining the right board composition? What is the ideal structure? How important is it to have industrial experience around the table? What are the 2 other core skills that Avi believes are required on the board? What can founders do to ensure plasticity of mindset at a board level? 3.) What makes the truly special board members? What do they do both in the good and the bad times to make them so good? What does Avi believe makes the more challenging board members to work with? Why does Avi believe that culture fit at the board level is not discussed enough? What can be done by the founder to improve this? 4.) TravelPerk has now raised over $75m in funding, what does Avi believe they have done well to date to allow them to raise this? For the next round, what would Avi like to improve upon and pushback on further? What advice does Avi have for founders entering negotiations when it comes to both valuation and option pool? 5.) Why does Avi believe that culture and growth are 2 sides of the same coin? What have been some of the biggest challenges in scaling the team with the scaling of the company? How does one retain startup culture when no longer a startup? What would Avi do differently with regards to expansion with the benefit of hindsight? Items Mentioned In Today’s Show: Avi’s Fave Book: Delivering Happiness: A Path to Profits, Passion and Purpose As always you can follow Harry, The Twenty Minute VC and Avi on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Jan 7, 2019 • 38min
20VC: Scott Belsky on Why We Must Challenge Our Faith In The Strength of Resources, Why We Must Rethink The Product Creation and Design Process & How To Determine Between The Good and The Truly Great When Assessing Individuals
Scott Belsky is an executive, entrepreneur, author, and investor. He currently serves as Adobe's Chief Product Officer and Executive Vice President, Creative Cloud. Before Adobe, Scott co-founded Behance in 2006 and served as CEO until Adobe acquired Behance in 2012. Alongside his role at Adobe, Scott is a Venture Partner at one of the world's leading venture firms, Benchmark. Scott also actively advises and invests in startups personally having one of the most incredible angel portfolios with early checks in Pinterest, Uber, Periscope, Warby Parker, Carta, Flexport and more. Scott is also the author of Harry's favourite book of 2018, The Messy Middle. In Today’s Episode You Will Learn: 1.) How Scott made his way into the world of startups with Behance, how that translated to the world of angel investing and being Chief Product Officer @ Adobe? WHat does Scott mean when he discusses the correlation between utilisation and happiness? 2.) What does Scott mean when he says he looks for people whereby 'conversations improve by step function?" What are the best examples of this? How have they shown this? How does Scott think startups founders can manufacture motivation? How has Scott seen the best founders hire the very best team? How do the best founders determine between a stretch and a stretch too far? 3.) In terms of product, what does Scott mean when he refers to the "value of slow cooking"? How does that relate to product creation? Why does Scott often have issues with the MVP approach seen today? How does Scott think about the importance of product simplicity? How can one maintain that over time? Why does Scott believe more founders should spend more time crafting the last mile user experience than they do? 4.) Simplicity is great but VCs often suggest, non-defensible, how does Scott think about building defensibility with simplicity? Simplicity often also narrows market size, how does Scott think about and analyse market size today when investing? Where does Scott think many investors go wrong today when trying to measure market size? 5.) What does Scott mean when he says "resources are like carbs, resourcefulness is muscle"? Why does Scott believe we need to challenge our faith in the strength of resources? What advice does Scott given when founders ask, "when is the right time to raise big"? How has Scott's writing of the book influenced his mindset when engaging with founders today and investing? Items Mentioned In Today’s Show: Scott’s Fave Book: Endurance: Shackleton's Incredible Voyage to the Antarctic Scott’s Most Recent Investment: Assembled Brands As always you can follow Harry, The Twenty Minute VC and Scott on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Dec 28, 2018 • 30min
20VC: Most Downloaded Founder Episode of 2018: Andrew Dudum, Founder & CEO @ Hims
Andrew Dudum, Founder & CEO @ Hims, discusses how he built the fastest growing men’s health and wellness brand. They talk about the challenges of marketing in a competitive D2C space and Hims' approach to branding. They also explore the benefits of constraints in promoting creativity and efficient prioritization.

Dec 17, 2018 • 33min
20VC: A Framework For Approaching Risk and How It Affects Portfolio Construction | Lessons and Advice From Working with Dropbox's Drew Houston | Why Being A Learning Animal Is The Most Important Factor For Success with Ted Wang, Partner @ Cowboy Ventures
Ted Wang is a Partner @ Cowboy Ventures, one of Silicon Valley's leading early-stage funds with the likes of Philz Coffee, Dollar Shave Club, Brandless, DocSend, Accompany and Brit + Co all in their portfolio. As for Ted, prior to VC, Ted spent X years as a leading Silicon Valley lawyer with Fenwick & West where he worked with some of the most notable companies of our times including Facebook, Dropbox, Twitter, Square and Spotify just to name a few. Ted also created the Series Seed Documents - a set of open-sourced financing documents posted on Github used by thousands around the world today. In Today’s Episode You Will Learn: 1.) How Ted made his way from one of the most renowned lawyers in the valley with Fenwick & West to partner @ Cowboy alongside Aileen Lee? 2.) How does Ted fundamentally approach risk today? Given this mindset, how does this impact Ted's thinking on optimizing portfolio construction? On the flip side, how has Ted seen many founders wrongly approach the theme of risk? What is the question they need to be asking? What is Ted's story about risk related to his time working with Jet? 3.) What is it that makes Ted believe that "advice is often oversimplified"? If so, how can VCs provide tangible advice to their portfolio companies today? How can founders determine what is the right advice to accept and integrate vs listen and disregard? How does this lead Ted's thinking on the 2 core value adds a VC can provide? What advice did Dropbox Founder, Drew Houston give Ted on when to accept advice? 4.) What does Ted mean when he says "there are 4 parts to venture"? How does Ted think about the theme of learning and self-improvement when assessing founders? How does he look to do this pre-investment? What questions reveal the most? Applying it to himself, where will Ted place his biggest efforts on learning within the realm of venture over the next 12 months? Items Mentioned In Today’s Show: Ted’s Fave Book: 7 Habits of Highly Effective People Ted’s Most Recent Investment: Fullcast As always you can follow Harry, The Twenty Minute VC and Ted on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC. Much like how Carta changed how private companies manage their cap tables and 409A valuations, Carta are now doing the same for fund administration. With Carta’s new, modern fund administration software and services, you get a real-time dashboard of your general ledger, can securely share info with your LPs, and issue capital calls–from the same platform, you accept securities and request cap table access. So essentially, Carta simplifies how startups and investors manage equity, fund administration, and valuations. Go to carta.com/20VC to get 10% off.

Dec 14, 2018 • 32min
20VC: Why Founders Should Not Always Be Raising, How To Build Relationships with VCs In A Condensed Timeframe, Why The Founder To VC Relationship Is Not Like A Marriage with Dave Vasen, Founder & CEO @ Brightwheel
Dave Vasen is the Founder & CEO @ Brightwheel, the child management software solution you need and now the #1 platform for early education. To date, with Brightwheel, Dave has raised over $33m in funding from some of the best in the business including Bessemer, GGV Capital, Lowercase Capital, Chan Zuckerberg Initiative, our friends at Eniac Ventures and then the likes of Mark Cuban and Chris Sacca. As for Dave, prior to Brightwheel, he was a VP of Product @ AltSchool and before that spent 3 years at Amazon in numerous different roles including Head of K-12 Education on Kindle and developed and launched the “Made for Kindle” licensing program – both domestic and global. In Today’s Episode You Will Learn: 1.) How Dave made his way into the world of edtech and startups from being a consultant at Bain and product manager at Amazon? 2.) Why does Dave fundamentally disagree that founders should always be raising? What is the right way that founders should approach the fundraise? How can founders turn down investor meetings politely when requested and they are not raising? What is the right way to think about capital as a weapon today and the effective allocation of it? 3.) Why does Dave disagree with many elements that the Founder/VC relationship is a marriage? What one element, other than capital, does Dave most look for in a potential investor? What can founders do to really compress the fundraise timeline? How can founders build relationships with VCs under these compressed conditions? 4.) In the valley there is a large amount of glorification around the scaling and founding of companies, how does Dave feel personally about this glorification? How would Dave like to see this mindset fundamentally change? In terms of mindsets, why does Dave push back against the suggestion of VC "pattern recognition"? How has being an older founder and father changed the way he thinks about building Brightwheel today? 5.) How does Dave interpret the meaning of focus today with regards to company building? How does Dave determine the elements to really double down on? How does Dave think about saying no to opportunities? What framework does he use? What have been some of Dave's biggest learnings on culture and being prescriptive around it? Items Mentioned In Today’s Show: Dave’s Fave Book: The Five Dysfunctions of a Team: A Leadership Fable As always you can follow Harry, The Twenty Minute VC and Dave on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Dec 10, 2018 • 28min
20VC: Top 3 Considerations When Evaluating Consumer Businesses Today | 700 Meetings, 70 LPs, 2 Years, What It Takes To Raise a First Time Fund| The Power of The Female Network In Action Today with Anu Duggal, Founding Partner @ Female Founders Fund
Anu Duggal is the Founding Partner @ Female Founders Fund, a leading early-stage fund investing in female-founded technology companies. Within their incredible portfolio is the likes of Zola, Rent The Runway, Maven Clinic, Tala and previous guest, Rockets of Awesome. They also have the most incredible mentor network including the founders of Stitchfix, Care.com, Zola and Tala. Prior to founding Female Founders Fund Anu was CEO @ Doonya, a dance fitness and media company inspired by Bollywood and fun fitness. Before that, Anu was Founder @ Exclusively.In where she headed up New Business Development. In Today’s Episode You Will Learn: 1.) How Anu made her way into the world of VC with her founding of Female Founders Fund? 2.) What does Anu mean when she says she likes to focus on "non-obvious opportunities"? What are some clear examples of this? These non-obvious opportunities often appear to have smaller markets, how does Anu think about market size and evolution when investing? Can one blame male VCs for sometimes not identifying with the problem set being solved? What can be done to solve this problem? 3.) What 3 elements do Anu most look for when investing in consumer today? How does Anu respond to the statement that consumer may produce healthy revenue but at the end of the day they will never really produce venture return and be sold for 1.6x EBITDA? How does Anu assess the state of the M&A market today in the world of CPGs? 4.) How was the first fundraising for Female Founders Fund? What did the process look like in terms of amount of meetings, total committed LPs and duration spent raising? What were the common pushbacks from LPs in the fundraise? What did Anu do well that she would do again? How did the raise of the 2nd fund compare to the raise of Fund I? 5.) What does Anu mean when she states, "the power of the female network"? How has Anu seen this work in the real world? How does this allow Anu to see the best deals? How does Anu think about scaling check size and ownership with fund II? How does Anu think about reserve allocation when re-investing? Items Mentioned In Today’s Show: Anu’s Fave Book: Educated: The international bestselling memoir Anu’s Most Recent Investment: Co-Star, Hyper-Personalized, Real Time Horoscopes As always you can follow Harry, The Twenty Minute VC and Anu on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

5 snips
Dec 7, 2018 • 35min
20VC: CB Insights' Anand Sanwal on The Most Dangerous Myth Some Investors Have Promoted, Why Most B2B Content Is Crap and How To Make It Successful & Why Predigree Is Overrated and The Right Way To Scale Teams
Anand Sanwal, Founder and CEO of CB Insights, talks about the advantages of revenue funding, common mistakes in scaling teams, and the importance of serving clients. He also discusses building an operating system for enterprise growth and reflects on CB Insights' success.

Dec 3, 2018 • 41min
20VC: Index's Danny Rimer on His Biggest Lessons On Price, Ownership, Board Dynamics & Building Consumer Businesses from Backing The Likes of King, Skype, Farfetch, Glossier and more...
Danny Rimer is a Partner @ Index Ventures, one of the world's leading venture funds with a portfolio including the likes of Dropbox, Skype, King, Bird, Slack and many more incredible companies. As for Danny, he is known for his investments in Dropbox, leading the company's Series B, Etsy, King (makers of world famous, Candy Crush), Skype and more recently many retail and fashion businesses such as Farfetch, Glossier and GOAT. He's been on the coveted Forbes Midas List for more than a decade and in 2017 was appointed an Officer of the Order of the British Empire (OBE) for services to business and charity and the New York Times included him in its list of the top 20 venture capitalists worldwide. In Today’s Episode You Will Learn: 1.) How Danny made his way into the world of venture and came to be a Partner @ Index Ventures? 2.) Having backed the likes of King, Skype, Glossier, how does Danny respond to Peter Fenton and Jeremy Levine's suggestions of a "consumer downturn"? Does Danny believe there is a lack of free and open distribution today? Can startups compete with such inflated CACs? Henry Davis @ Glossier asks: how have you seen acquisition models change over time? How do you envision acquisition models of the future? 3.) Peter Fenton said on the show previously, he always laughs when he hears VCs say they like big markets, how does Danny assess market sizing today? What have been Danny's biggest lessons on assessing market size when looking at his portfolio? How does Danny think about niche markets today in such an Amazon dominant world? How does Danny assess price today? How does Danny determine when to stretch vs stay firm? 4.) Having helped many companies scale to global success, what does Danny believe to be the core considerations in getting your startup ready for global expansion? How did Danny find Index's expansion when opening up their first US office in 2011 in SF? What were some of the biggest challenges? How does Danny think about and assess generational transition within venture and Index more specifically today? 5.) Danny has spent over 3,000 hours on boards to date, how has Danny seen himself evolve as a board member over that time? What were some inflection moments in those hours that fundamentally changed the way Danny thinks? What advice would Danny give me, having just gained my first institutional board seat? Items Mentioned In Today’s Show: Danny’s Fave Book: Killing Commendatore by Haruki Murakami Danny’s Most Recent Investment: Goodeggs As always you can follow Harry, The Twenty Minute VC and Danny on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Nov 30, 2018 • 36min
20VC: Monzo's Tom Blomfield on The 3 Phases of Startup Scaling, The Secret To Building a 1.2m Community with No Advertising & How To Use Boards As A Tool To Instil Operational Excellence
Tom Blomfield is the Founder & CEO @ Monzo, in it's simplest words, the bank of the future allowing you to open a full UK bank account in minutes, from your phone. To date, Tom has raised over $190m in funding for Monzo from the likes of Thrive, Accel, General Catalyst, Stripe, Mike Moritz and Goodwater just to name a few. As for Tom, prior to Monzo he was the Co-Founder of another of London's rocketship startups in the form of GoCardless and before that co-founded student marketplace Boso.com alongside Triplebyte Founder, Harj Taggar. In Today’s Episode You Will Learn: 1.) How Tom made his way into the world of startups from University and came to found the bank of the future in Monzo? 2.) Why does Tom believe that scaling a company today can really be broken up into 3 distinct phases? What are those phases? How does what one needs for each phase differ accordingly? What elements has Tom found most challenging to navigate in the scale-up phase? Are there challenges or elements that are the same across every company? 3.) Why does Tom believe that product decision-making is both an art and a science? How does Tom determine when is the right time to add ancillary products? How can one really stress-test true customer love for the first product? How does Tom balance between product expansion vs geographical expansion? How does Tom balance between being customer-driven vs customer informed? 4.) Tom has grown Monzo to 1.2m users with virtually no advertising, how does Tom respond to the statement that there is a lack of free and open distribution today? What does Tom mean when he says "when it comes to customer acquisition you have to play a different game"? In building community, what have Monzo done so right? Where have they made mistakes? What have been some big lessons on early community building? 5.) Having raised over $190m in VC funding, what have been some of Tom's biggest lessons when it comes to fundraising? Why does Tom believe that so few boards are managed and run well? Where do they go wrong? What do great board managers do to run an efficient process? What does Tom mean when he says "use board meetings as a tool to instil operational excellence?" Items Mentioned In Today’s Show: Tom’s Fave Book: The Hard Thing About Hard Things by Ben Horowitz As always you can follow Harry, The Twenty Minute VC and Tom on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Nov 26, 2018 • 30min
20VC: Why Raising A First Time Fund Is Like Raising A Seed Round, Why We Need New and Different Fund Models & Why Longevity Is The Most Rewarding Place To Invest with Laura Deming, Founding Partner @ The Longevity Fund
Laura Deming is Founding Partner @ The Longevity Fund, the first VC firm dedicated to funding high-potential longevity companies. To date, Laura has raised $26m across 2 Longevity funds and has backed the likes of Unity Biotechnology, Precision Biosciences, Metacrine, Navitor, and Alexo Therapeutics. Prior to Longevity, Laura was accepted to MIT at the age of 14 to study physics and then dropped out to join the Thiel Fellowship and start The Longevity Fund. If that wasn't enough, Laura most recently founded Age1, a four-month startup accelerator program focused on founders creating longevity companies. In Today’s Episode You Will Learn: 1.) How Laura made her way from studying physics at MIT at just 14 to founding The Longevity Fund and dropping out to join The Thiel Fellowship? 2.) As a 16-year-old, looking to raise a fund to invest in longevity, how was the fundraise process for Laura? Why does Laura believe that raising your first fund is very much like raising a seed round for a company? What was the catalytic moment when the fundraise started to come together? What were the biggest challenges of the raise? 3.) Why does Laura believe that there is a shortage of young biotech founders today? What can be done to solve this and increase pipe? How does Laura find biotech founders compare to more traditional consumer and B2B founders she engages with? How does what they look for from their investor base differ? 4.) Laura has spoken before of "the importance of going against the herd"? How does Laura assess the current landscape for biotech investing? Is Laura concerned to see the entrance of much more traditional VCs into the space? How does Laura look to try and avoid groupthink? What is crucial to this? 5.) How does one need to think about portfolio construction when investing in an inherently riskier biotech space? Does Laura agree with the conventional wisdom around the lack of follow-on funding for biotech companies? How does Laura think about reserve allocation with Longevity today? Items Mentioned In Today’s Show: Laura’s Fave Book: The Mysterious Stranger by Mark Twain, Laura’s Most Recent Investment: System1 As always you can follow Harry, The Twenty Minute VC and Laura on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.