Elizabeth Yin is the Co-Founder & Managing Partner @ Hustle Fund, as they describe, the ventue fund for hilariously early hustlers. Elizabeth is also the co-founder of HustleCon, a conference series for non-technical entrepreneurs to launch and scale their startups. Prior to Hustle Fund, Elizabeth was a Partner @ 500 Startups where she ran the 500 Startups seed program in Mountain View and where she and her partner saw over 20,000 startup decks. Before that Elizabeth was a successful operator, as the Co-Founder and CEO of Launchbit, an adtech platform that was acquired by BuySellAds.

In Today’s Episode You Will Learn:

1.) How Elizabeth made her way from successful founder with LaunchBit to Partner @ 500 Startups to now founding partner of Hustle Fund?

2.) Why does Elizabeth believe that VCs fundamentally assess founders the wrong way? What is the right way to assess founders in such early stages? How can one really stress test the level of hustle from the founding team?

3.) How does Elizabeth assess innovation in the practice of venture capital? Why does Elizabeth believe that there has been very little creativity towards innovation? Who has innovatively addressed sourcing the best companies?

4.) In a world of noted rounds with a cap structure, how does Elizabeth feel about gaining the pro-rata in deals? Why does Elizabeth believe that ownership stake and portfolio size are not in conflict with one another?

5.) How does Elizabeth view the future of the VC industry? How can the early stage funnel be flipped on it's head? Why does Elizabeth believe that SAFEs and convertible notes are the future of investing?

Items Mentioned In Today’s Show: 

Elizabeth’s Most Recent Investment: The Pill Club

As always you can follow Harry, The Twenty Minute VC and Elizabeth on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Available in carry-on and check-in sizes, Raden is the case for better, smarter travel. By pairing the lightest and most durable materials with technology, travelers can charge their devices on the go, weigh, and track their cases. Visit Raden.com to use code 20VC at checkout. With purchase, receive credit towards Tablet Hotels for the next year. If a UK listener, head over to Selfridge’s and shop Raden today.

The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner’s sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com

Alex Rampell is a General Partner at Andreessen Horowitz where he leads the firms fintech investments and serves on the boards of Branch, PeerStreet, Point, and Quantopian. Prior to joining a16z, he was the CEO and co-founder of TrialPay, a leading transactional advertising and payments company with 100 employees and over $300M in revenue. TrialPay was acquired by Visa in 2015. Previously, Alex cofounded FraudEliminator, the first consumer anti-phishing company, which merged into SiteAdvisor and was acquired by McAfee for $75M in 2006. Prior to joining the firm, Alex had been an active angel investor with the likes of Pinterest, Bloomreach, SiftScience among many others in his portfolio and served as an advisor to the SV Angel fund. He also co-founded three other companies: TXN, Point, and Affirm, with Max Levchin.

Lloyd Tabb is the Founder & Chairman @ Looker, the startup leader pioneering the next generation of business intelligence (BI). They have raised over $175m from some of the best in the business including CapitalG, Kleiner Perkins, First Round, Redpoint & PivotNorth. As for Llyod himself, he has spent the last 25 years revolutionizing how the world uses the internet, starting with his founding of Commerce Tools, which was acquired by Netscape. At Netscape, Lloyd led several releases of Communicator and helped define Mozilla.org. Following Netscape, Lloyd later was CTO of LiveOps, co-founder of Readyforce and founder then advisor to Luminate.

Eric Ries is the author of International Bestseller, The Lean Startup, which changed the language of business introducing terms such as A/B testing, MVP and "pivoting". The book has sold over 1m copies and been translated into over 130 languages launching a global "lean startup" movement. Eric is also the author of the recently released, The Startup Way, detailing transformations at tech titans such as Facebook and Amazon, providing a framework for entrepreneurial management. In addition, Eric is also the Founder & CEO of The Long-Term Stock Exchange and has served as an EiR at the likes of Harvard Business School, IDEO and Pivotal.

In Today’s Episode You Will Learn:

1.) What is the origin story of "The Lean Startup" and Eric's realizations for the importance of the methodologies presented in the book?

2.) What is the matrix management structure? In which cases does it work well? Where does the traditional structure fall down? How does this affect how startups should think about their structure from day 1?

3.) Why does Eric believe that "we have to create a new accountability paradigm"? Why does Eric believe that most organizations have a pathological fear of failure? How is this conveyed in their structure? What are the consequent dangers of this fear? What does a "productive failure" look like?

4.) How does Eric view the creation and maintenance of culture? How exactly does Eric define culture and what it is to a company? Why does Eric not believe in manifestos!

5.)How can employees determine how committed their employer is to enacting these policies? How can this be reflected in the company attitude to budget? Why does Eric believe that each element of the organization should have independent fluctuating budgets?

Items Mentioned In Today’s Show:

Eric’s Fave Book: Ancillary Justice

Eric’s Fave Blog: Kickstarter Blog

As always you can follow Harry, The Twenty Minute VC and Eric on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Available in carry-on and check-in sizes, Raden is the case for better, smarter travel. By pairing the lightest and most durable materials with technology, travelers can charge their devices on the go, weigh, and track their cases. Visit Raden.com to use code 20VC at checkout. With purchase, receive credit towards Tablet Hotels for the next year. If a UK listener, head over to Selfridge’s and shop Raden today.

The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner’s sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com

Oren Zeev is the Founding Partner @ Zeev Ventures, one of Silicon Valley's most under the radar but high performing funds with a portfolio including the likes of Houzz, Chegg, Audible, Bonobos and recent guest with Adi Sideman @ YouNow. Prior to founding Zeev Ventures, Oren was a General Partner @ Apax Partners, as part of the founding Apax Israel team. Before VC, Oren was a founding team member of IBM's chip design group in Haifa.

In Today’s Episode You Will Learn:

1.) How Oren made his way into the world of VC as part of the Apax Israel founding team? What was the catalyst behind his decision to go solo with Zeev Ventures?

2.) What were Oren's biggest lessons from investing in the up and down of the bubble with Apax? Why did this lead to Oren's belief that "diversification does not work"? How does that play out in his portfolio construction?

3.) Why does Oren believe that "LPs are suckers for longevity"? How does that influence the partnerships that they generally back? How does Oren assess VC partnership dynamics? How should founders evaluate VC partner relationships?

4.) Oren has spent over 1,000 hours on the boards of some of the most transformational companies, how has he seen his style of board member change over the years? What has been his biggest lesson? What board member behavior does he dislike the most?

5.) Why is Oren skeptical of thematic investing? Why is this not optimal in producing funds that deliver out-sized returns? What examples does Oren have that prove adopting a generalist approach is beneficial from a returns standpoint?

Items Mentioned In Today’s Show:

Oren’s Fave Book: The Innovator's Dilemma

Oren’s Fave Blog: AVC, The Twenty Minute VC

Oren’s Most Recent Investment: Next Insurance

As always you can follow Harry, The Twenty Minute VC and Oren on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Available in carry-on and check-in sizes, Raden is the case for better, smarter travel. By pairing the lightest and most durable materials with technology, travelers can charge their devices on the go, weigh, and track their cases. Visit Raden.com to use code 20VC at checkout. With purchase, receive credit towards Tablet Hotels for the next year. If a UK listener, head over to Selfridge’s and shop Raden today.

The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner’s sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com

Jack Altman is the Founder & CEO of Lattice, actually our partners for this month on the show and as you will hear, they are the #1 performance management solution for growing companies. Lattice have raised close to $10m in funding from some of our favourites in industry including the likes of Miles Grimshaw @ Thrive, Khosla Ventures, Elad Gil, Alexis Ohanian and YC’s Daniel Gross. Prior to founding Lattice, Jack was the Head of Business Development @ Lattice where he saw the firm move into hyperscaling. Jack has also build an incredible angel portfolio including the likes of Gusto, OpenDoor, Instacart, Zenefits and Soylent.

In Today’s Episode You Will Learn:

1.) How Jack made his way from leading angel investor to Head of Business Development @ TeeSpring to the world of SaaS with the founding of Lattice?

2.) What does Jack mean when he says "founders must do what it takes to get the best people on board"? To what extent does Jack believe that great investors provide social validity to future hires?

3.) How does Jack think about really getting the best from his team? What is core to empowering them? Why does he believe that EQ is the most important skill for managers? What does Jack believe is the right way to give clear and direct feedback?

4.) Why does Jack believe that the best relationships with investors are less formal? What does Jack really look for in his relationships with investors? What does Jack mean when he says ''investor advice is right on valuation''?

Items Mentioned In Today’s Show:

Jack’s Fave Book: Meditations

Jack’s Fave Blog: SaaStr

As always you can follow Harry, The Twenty Minute VC and Jack on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Paul Buchheit is a Partner @ Y Combinator, the world’s most successful accelerator with portfolio companies including the likes of AirBnB, Dropbox, Stripe, Zenefits, Twitch, the list goes on. Before YC and starting from the beginning, Paul was the 23rd employee at Google where he created Gmail, developed the original prototype for Google AdSense and even suggested the company's former motto, "Don't Be Evil". He then started FriendFeed in 2006 where he created the like button as we know it, the company was later acquired by Facebook where Paul worked until his move to Y Combinator in 2010, where he is a partner. Paul is also a prolific angel having created an immense portfolio with the likes of Gusto, Checkr, Optimizely and many more incredible teams.

In Today’s Episode You Will Learn:

1.) How Paul made his way from creating Gmail in the early Google days, to founding the like button we know today, to being with Y Combinator currently?

2.) What does Paul believe it is that makes Paul Graham (PG) the special individual that he is? How has Paul seen the scaling of PG and Jessica Livingstone as leaders with the scaling of YC?

3.) Why does Paul believe it is fundamental to attain 100 happy users? How can one stress test levels of customer satisfaction accurately? How can founders determine which users and which advice to incorporate and which to disregard?

4.) Having worked alongside the likes of Mark Zuckerberg and Larry Paige, what does Paul believe makes the truly special founders? How does Paul assess the balance between stubbornness and vision? What is the telltale sign of stubbornness beginning?

5.) Question from Justin Kan: How does Paul look to determine the 10% that delivers 90% of the value? Where has Paul made mistakes and seen others make mistakes in trying to implement this level of focus?

Items Mentioned In Today’s Show:

Paul’s Fave Book: Eckhart Tolle

Paul’s Most Recent Investment: Greo

As always you can follow Harry, The Twenty Minute VC and Paul on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Ali Rowghani is a Partner @ Y Combinator, the world’s most successful accelerator with portfolio companies including the likes of AirBnB, Dropbox, Stripe, Zenefits, Twitch, the list goes on. At YC, Ali leads the Continuity Fund where has made investments in the likes of Segment, Convoy and Lob, where he also sits on the board of all 3. Prior to investing with YC, Ali spent 4 years at Twitter, starting as CFO before becoming COO. Whilst at Twitter, Ali saw the company scale from $0 revenues to over $2Bn and 20m users to close to 300m users. Before Twitter, Ali was the CFO @ Pixar Animation Studios.

In Today’s Episode You Will Learn:

1.) How Ali made his way from CFO @ Pixar and COO @ Twitter to now leading YC's continuity fund?

2.) Ali describes a story of his time at Pixar working with Steve Jobs? How did he carry himself both as a leader and an operator? What was it about Steve that makes Ali say he is the most impressive exec he has ever worked with?

3.) Having seen the likes of Steve Jobs, Ed Catmull, Jack Dorsey in action what have been Ali's biggest takeaways with regards to what makes the truly great leaders? Why does Ali believe there are 3 traits all great leaders share? What are they?

4.) How does Ali look to bring that experience to his role now, investing with YC Continuity? How does that affect his mindset and evaluation when assessing investment opportunities today?

5.) Why does Ali believe that too many startups have been damaged by the amount of capital they have raised? As a former CFO, how does Ali analyze the capital being raised today and some of the burn rates in the valley?

Items Mentioned In Today’s Show:

Ali’s Fave Book: Theodore Roosevelt by Edmund Morris

Ali’s Fave Blog: Bill Gurley: Above The Crowd

Ali’s Most Recent Investment: Segment

As always you can follow Harry, The Twenty Minute VC and Ali on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Adi Sideman is the Founder & CEO @ YouNow. Since founding the company in 2011, Adi has grown YouNow to be a global social network with more than 100 million user sessions a month, and creators now producing more than 50,000 hours of original live content each day. They recently released PROPS (Telegram available here), the next generation platform that leverages the power of crypto economics & participation in digital media. To fund this growth, they have raised over $25m in funding from some of the greats of the investing world including Andy Weissman @ USV, David Pakman @ Venrock and future guest Oren Zeev. Due to this incredible progress, YouNow has been named one of the most innovative companies of 2016 by Fast Company and was a finalist for Fastest Rising Startup of 2016 at the Crunchies Awards.

In Today’s Episode You Will Learn:

1.) How Adi made his way into the world of participatory digital content, came to found the world's first online karaoke company and then found YouNow?

2.) Setting the scene now, where are we at with TV? What platform does Adi believe will rise formidably in it's place? How does that affect the age-old industry of advertising? Why does Adi believe after so many years, now is the time for micro-payment content creation?

3.) Why does the digital media content landscape need to be decentralized? What is fundamentally broken with the current centralised networks? What are the benefits of such decentralization?

4.) How does Adi envision this decentralization to be? Does Adi believe we will build new decentralized protocols and exact the decentralized network through them or does he believe we will integrate new protocols into existing services?

5.) Why does this decentralized network be crypto-based? With centralized networks the value largely accrues to investors and founders, how does Adi sell the value of a decentralized network to an investor base with fiduciary responsibilities?

Items Mentioned In Today’s Show:

Adi’s Favourite Book: The Last Lion: Winston Spencer Churchill 

As always you can follow Harry and The Twenty Minute VC on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Nicole Quinn is a Partner @ Lightspeed, one of the world's leading venture funds with a portfolio including the likes of Snapchat, Nest, StitchFix, AppDynamics and Max Levchin's Affirm, just to name a few from their incredible portfolio. At Lightspeed, Nicole focuses on the consumer market having made investments in the likes of Cheddar, Zola and Rothy's. Prior to Lightspeed, Nicole worked at Nutmeg, one of London's leading fintech players and before that spent 8 years covering consumer, eCommerce and brands at Morgan Stanley on the equity sales and research side. At Morgan Stanley, Nicole worked on the IPOs for Facebook, Groupon and Pandora. Fun fact: Nicole is also a star of the big screen featuring on Apple TV's Planet of The Apps.

In Today’s Episode You Will Learn:

1.) How Nicole made her way from Morgan Stanley to a leading London Fintech player to now, a partner a Lightspeed in San Francisco?

2.) How does Nicole define "digitally native brands"? What are the core benefits of owning the entire customer journey? Why does Nicole believe that brand is a key network effect today?

3.) Why does Nicole disagree that we are in a fallow period for consumer? How does Nicole analyze the incumbent heavy competitive landscape? Does Nicole believe that Amazon does more to make the market than destroy it?

4.) Why does Nicole believe we are in a consolidatory environment? What about the current ecosystem makes now the most exciting time for M&A in a long time? How does Nicole analyze M&A's ability to move the needle with transactions like Bonobos' acquisition?

5.) Being a star of Planet of The Apps, how important does Nicole think it is for investors to have public brands today? How does Nicole view VCs and digitally native brands in the same way? How does this mean that VCs should act in market?

Items Mentioned In Today’s Show:

Nicole’s Fave Book: The Magic Faraway Tree by Enid Blyton

Nicole’s Fave Blog: Lean Luxe

Nicole's Most Recent Investment: Rothy's

As always you can follow Harry, The Twenty Minute VC and Nicole on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Semil Shah is the founder of Haystack, an early stage investment firm now investing out of it’s fourth fund, with previous investments in the likes of Instacart, DoorDash, Giphy, OpenDoor & Managed by Q. Semil is also a Venture Partner @ GGV Capital, one of the leading multi-stage funds and in the past he has also been a consultant to the likes of Kleiner Perkins, DFJ, General Catalyst and more. If that was not enough, Shah also has an extensive career in media having been a contributor for both TechCrunch and the Harvard Business Review in the past. Due to all of this, Shah is known for being on the speed dial of some of the industry’s most respected VCs with the likes of Marc Andreessen naming him one of his ’55 Unknown Rockstars in Tech’.

In Today’s Episode You Will Learn:

1.) How Semil made the transition from the world of writing to investing alongside some of the best in venture with Haystack?

2.) Why do more and more managers want to introduce institutional capital into their LP base? What are the advantages? What are the drawbacks? Where does Semil see most managers going wrong when pursuing institutional capital for the first time?

3.) What does Semil mean when he states the importance of "pre-marketing"? How open is one in these pre-discussions with potential LPs? What is the right amount of time to be pre-marketing for? How does Semil determine whether to adopt a piece of LP advice and when not to?

4.) In the raising process, why does Semil never like to the use the deck when meeting in person? What core elements of the presentation did LPs always hone in on? What tips does Semil have to potential managers to ensure they can pitch at any time, not just the boardroom?

5.) How has moving from non-institutional to institutional fund, changed how Semil thinks about reserve allocation? Why does Semil believe that the majority of LPs have a wrong thesis to reserve allocation?

6.) Why does Semil believe the VC business model is severely constrained in terms of exits through IPO and acquisition? What does this mean for the use of secondaries? How will managers need to incorporate this into their strategy?

Items Mentioned In Today’s Show:

Semil’s Fave Blog: AVC 

Semil’s Most Recent Investment: Ironclad

As always you can follow Harry, The Twenty Minute VC and Semil on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Julia Hartz is the Co-Founder & CEO @ Eventbrite, the unicorn startup that is the world's largest event technology platform, powering over 2 million events around the world each year. They have raised over $330m from some of the greats of industry including Roelof Botha @ Sequoia Capital, Jeff Clavier @ SoftTech, David Saks, Bebo's Michael Birch, Tiger Global and many more. Under Julia's leadership, she has taken Eventbrite to become the world's largest event technology platform and has received multiple accolades for workplace culture, being named the best place to work in SF for 7 years running. Personally, Julia has won numerous awards including Fortune's 40 Under 40, Inc's 35 Under 35 and Most Powerful Female Entrepreneurs.

In Today’s Episode You Will Learn:

1.) How Julia came to found Eventbrite with her husband Kevin from a small apartment in Potrero Hill and turned it into the unicorn it is today?

2.) How did Julia and Kevin meet? What was the meet-cute? How did that translate into the founding of Eventbrite? How did Julia think about partnering with her fiancee at the time, as a business partner? What made it also a great business partnership?

3.) Why does Julia believe that creating a company is like creating a family? How has Julia seen herself scale as CEO of the company, with the immense scaling and growth of the firm? What have been the challenges and how did she overcome them?

4.) What does Julia believe are the requirements for successful CEO transition? How can this be managed correctly both internally and externally? What other elements made last year a particularly momentus year for change at Eventbrite?

5.) How does Julia think about balancing the immediate elements of the present day with the long-term vision for the roadmap? What is the right mindset to adopt? How does one look to prevent "Innovators Dilemma"? How does Julia split her time?

Items Mentioned In Today’s Show:

Julia’s Fave Book: Overwhelmed

Julia's Fave Blog: The Skimm

As always you can follow Harry, The Twenty Minute VC and Julia on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Sam Arbesman is the Scientist-In-Residence @ Lux Capital, the fund that supports scientists and entrepreneurs who pursue counter-conventional solutions to the most vexing puzzles of our time, the more ambitious the project, the better. Sam works with companies and founders that recognize the future happens at the boundaries of science and technology infusing computation into everything from biology to manufacturing.Sam’s scientific research has been published in everything from the Wall Street Journal to The New York Times and The Atlantic. Sam is also the author of the award-winning The Half-Life of Facts and the new book Overcomplicated: Technology at the Limits of Comprehension.

In Today’s Episode You Will Learn:

1.) How Sam made his move from being a best-selling author to Scientist in Residence for Lux Capital? As Scientist in Residence, what does Sam do on a day-to-day basis?

2.) What does Sam mean when he says that startups need to embrace "radical interdisciplinarity"? What really is "radical interdisciplinarity"? What are the benefits it brings to an organisation? Does this go contra the importance of specialisation?

3.) How does Sam view the partnership between man and machine? Why does Sam believe we will see computational creativity in a way never seen before? How does Sam view the societal barriers to the embracing of this partnership?

4.) How does Sam view the promise of analogizing in the face of such complex systems? How does Sam assess the perils of such analogies? Does Sam believe that VCs of today are equipped to invest in such complex systems? What must they remember?

Items Mentioned In Today’s Show:

Sam’s Fave Book: The Baroque Cycle by Neal Stephenson, The Three Body Problem

Sam's Fave Blog: Marginal Revolution

As always you can follow Harry, The Twenty Minute VC and Sam on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Aaron VanDevender is the Chief Scientist at Founders Fund, one of the world's leading fund with investments in the likes of Facebook, Airbnb, SpaceX, Spotify and many more incredible companies. At Founders Fund, Aaron monitors the scientific impact of the portfolio, works with portfolio companies, assesses new technologies, and conducts his own research. Prior to Founders Fund, Aaron has designed single-photon and single-atom quantum computers in academia and government (NIST), advanced the quantum-mechanical theory for microscopic black holes, patented the fastest transparent optical switch, and is a co-inventor of yoctotechnology. He then developed next-generation DNA sequencing technology at Halcyon Molecular. His broad scientific interests encompass energy, biotech, nanotech, and computing.

In Today’s Episode You Will Learn:

1.) How Aaron made his way from microscopic black holes and DNA sequencing to the world of Founders Fund? What does a Scientist-In-Residence do?

2.) Why does Aaron believe that AI is mostly a scam? Where does Aaron see and then want to see further progression in the field of AI and ML? How does Aaron distinguish between crazy and genius? What are the signs?

3.) Why does Aaron believe that the value of massive datasets is largely overplayed? What characteristics of datasets are exciting for Aaron to see when evaluating an opportunity? Where and how can datasets be misleading and lose their value?

4.) How does Aaron view the societal effects of 4m truck drivers being unemployed by the rise of self-driving? How does Aaron view trucking both as goods distribution and wealth distribution networks?

5.) How does Aaron view the implementation of universal basic income? Why does Aaron believe we have a challenge decoupling wealth and virtue? To what extent is this a core problem?

Items Mentioned In Today’s Show:

Aaron’s Fave Book: Tales From The Thousand & One Arabian Nights

Aaron's Fave Blog: Slash Dot

Investment Aaron is Most Excited By: Ayar Labs

As always you can follow Harry, The Twenty Minute VC and Aaron on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Luis Von Ahn is the Founder & CEO @ Duolingo, the leading language learning platform with over 100m users. They have backing from some of the best in the investing world with over $100m in funding from the likes of USV, Kleiner Perkins, NEA, Google Capital and even Ashton Kutcher. Prior to Duolingo, Luis is known for inventing CAPTCHAs, being a MacArthur Fellow (“genius grant” recipient), and selling two companies to Google in his 20’s. Luis has been named one of the 10 Most Brilliant Scientists by Popular Science Magazine, one of the 20 Best Brains Under 40 by Discover.

In Today’s Episode You Will Learn:

1.) How Luis, a man as he describes "never great at learning languages", came to found the leading language learning app, Duolingo?

2.) Why do VCs generally believe Edtech to be such a "hard" space? Is that really a fair assumption? How does the role of government change the distribution and landscape of edtech? How does content creation play a pivotal role in edtech today?

3.) What role does Luis believe AI and ML will play for the future of edtech? Will the transition to bots represent a transformational shift in the interface paradigm? How does gamification and edtech integrate? Why does Luis always measure themselves against the most addictive of games?

4.) How has Luis seen himself scale and change as a leader with the scaling of the firm? What story shows an element that Luis struggled with and how did he overcome it? What were the major inflection points in the growth of the firm?

5.) Duolingo recently raised their $25m Series E, how did this round differ from prior rounds? Why did they want to negotiate down the figure they wanted to raise? How did Valley based VCs present herd mentality for the duration of the recent raise?

Items Mentioned In Today’s Show:

Luis’s Fave Book: Godel, Escher, Bach: An Eternal Golden Braid 

Luis' Fave Blog: AVC by Fred Wilson

As always you can follow Harry, The Twenty Minute VC and Luis on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Michael Dearing has established himself as an icon of early-stage venture over the last decade. With his founding of Harrison Metal in 2006, he has backed the likes of Twitter, MoPub, Birchbox, 99Designs and PagerDuty just to name a few of his incredible companies. Prior to being in VC, Michael spent 6 years at eBay across numerous roles and before that held positions at Shoe Warehouse as CEO, The Walt Disney Company in corporate strategy and then Bain & Co as a consultant.

In Today’s Episode You Will Learn:

1.) How Michael made his way into the world of venture from selling shoes with Shoe Warehouse to eBay to founding his own fund?

2.) Michael has said before that he looks for "personal exceptionalism" within the teams he backs, what does that really mean? How does he distinguish brilliance from arrogance? What is the balance between vision and stubbornness?

3.) How does Michael think about price sensitivity? How does he use it as a determining factor to test his level of conviction in the deal? More broadly, how does Michael view pricing in the market today? Why are the convertible debt markets so toxic?

4.) How does Michael view strategy around reserve allocation? Why does Michael believe reserves are where he has made the biggest mistakes? What are his takeaways from those mistakes? Why does recycling not feature as a core tenet of his strategy?

5.) Why does Michael believe that "benevolent dictatorship" is a beautiful thing? Does this thesis change in the debate over founder vs company first? How does Michael use McCallum's 5 key principles to assess founders and their ability?

Items Mentioned In Today’s Show:

Michael’s Fave Book: Confederacy of Dunces

Michael’s Most Recent Investment: Astro

As always you can follow Harry, The Twenty Minute VC and Michael on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Lattice is the #1 performance management solution for growing companies. With Lattice, it’s easy to launch 360 performance review cycles as often as you want. And you also get a continuous feedback system with OKR goal tracking, real-time feedback, and 1-on-1 meetings to make sure employees get feedback between reviews. Find out why the likes of CoinBase, PlanGrid, Birchbox and WePay trust Lattice as their performance management solution by heading over to lattice.com to start investing in your people. That’s Lattice.com.

Recurly, the company powering subscription success, with Recurly’s enterprise-class subscription management platform providing rapid time-to-value without requiring massive integration effort and expense and they have the ability to not only increase revenue by 7% but also reduce the all-important churn rate. That is why thousands of customers from Twitch to HubSpot to CBS Interactive trust Recurly as their subscription management platform. Check them out on recurly.com that really is a must.

Sami Inkinen is the Founder & CEO @ Virta Health, the startup on a mission to reverse type 2 diabetes for 100m people by 2025. They have raised over $35m in funding from the likes of Max Levchin, Ev William's Obvious Ventures, Paypal, Ray Tonsing @ Caffeinated Capital and previous 20VC guest, Bob Kocher @ Venrock. Previously, Sami was a co-founder, COO and President of Trulia until it’s IPO and eventual sale for $3.6B. Sami, an avid athlete, is a triathlon world champion in his age group, and recently rowed across the Pacific Ocean from California to Hawaii unsupported with his wife at a record speed to raise awareness about healthy nutrition.

Bram Sugarman is the Director of Corporate Development & Strategic Partnerships at Shopify, the e-commerce titan that has over 500 merchants in 150 countries on their platform. Prior to joining Shopify, Bram was a venture capitalist with OMERS Ventures, the venture capital arm of one the largest pension funds in the world. As a VC, Bram worked on more than 20 transactions helping the OMERS Ventures grow from 1 investment to 24 investments. Bram helped lead and manage OMERS Ventures' investments in Shopify (IPO), HootSuite, VidYard, PasswordBox (Acquired by Intel), BusBud, Hopper, League, and AppHero (Acquired by Fuse Powered).

In Today’s Episode You Will Learn:

1.) How Bram made his way into the world of VC and then jumped to the other side of the table, buying startups with Shopify?

2.) What does using corporate development as a platform to accelerate product roadmap mean? How does this mean it differentiates from traditional M&A? How does Bram work with product team in the M&A process? What are the benefits of doing this?

3.) How does Bram assess the attractiveness of acquihires? What are the 2 differing types of acquihires? What are the essential characteristics of the individuals in those acquihire situations?

4.) With integration being the biggest risk of M&A, what does the ideal post-acquisition process look like? What must be done on both the side of the startup and the acquiror to make the process as smooth as possible?

5.) With regards to pricing and valuation, why does Bram urge founders to consider the long term and what does that mean? How can founders determine the truth with regards to long term objectives of their acquiror?

Items Mentioned In Today’s Show:

Bram’s Fave Book: Einstein by Walter Isaacson

Bram’s Most Recent Acquisition: Oberlo

As always you can follow Harry, The Twenty Minute VC and Bram on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

If you are an early stage startup, the right infrastructure and support systems are critical, that is where First Republic is so good. First Republic’s resources network and expertise allow entrepreneurs to customise a solid foundation for their business. Why First Republic, well you get to leverage their incredible network of VC firms to prepare you for future fundraising events, you get to count on a single point of contact that will be there for you and your employees, you get access to exclusive events and networking opportunities. Their clients include the likes of Instacart, eShares and Wish just to name a few. Check it out by heading over to innovation.firstrepublic.com

Segment allows you to collect data from every platform (mobile, web, server, cloud apps) and load it into Segment. Segment then sends the customer data to your tools and destinations where it can be used most effectively, destinations include email, analytics, warehouses, helpdesks and more. With over 200 sources and destinations on the Segment platform that can empower your team, Segment really is the last integration you will ever do and that is why the world’s best companies use segment to drive growth and revenue including Atlassian, New Relic and Crate & Barrel. Simply head over to segment.com to find out more.

Drew Oetting is a Founding Partner @ 8VC, one of Silicon Valley's youngest and most exciting new entrants to the VC market with $425m for their debut fund. In just a few years they have built a portfolio including the likes of Oculus, RelateIQ, previous guest Elad Gil & Color, recent guest Mario @ Oscar and many more incredible companies. As for Drew, previously he served as Chief of Staff to fellow 8VC Founding Partner, Joe Lonsdale and was a two-time Bill Gates Investment Asset Management Fellow. Drew is also an advisor to Living On One, Rubicon Global and is a Founding Board Director @ Affinity Technologies.

Eric Vishria is a General Partner @ Benchmark, one of the world’s leading VC funds with a portfolio including the likes of Twitter, Uber, Snapchat, eBay, WeWork, Yelp and many more revolutionary companies of the last decade. At Benchmark, Eric has led deals and sits on the board of the likes of Confluent, Amplitude, and Bugsnag. Prior to being in VC, Eric was the Founder & CEO @ Rockmelt, the startup that sought to re-imagine the browser for the way people use the web today, the company was ultimately acquired by Yahoo in 2013. Prior to Rockmelt Eric held numerous different roles including VP of Products @ HP and VP of Marketing @ Opsware.

In Today’s Episode You Will Learn:

1.) How Eric came to be one of the 5 GP's at Benchmark following operational success with Rockmelt, HP and Opsware?

2.) Why does Eric believe the pendulum has swung too far to the operational route into VC? What are the under-appreciated benefits of career VCs and the perspective they bring? How does Eric expect the pendulum to swing in the coming years?

3.) What makes the best-performing venture partnerships? How does Benchmark think about partner composition and career pre-VC? How does Benchmark structure investment decision-making? Why do they favor advocacy over unanimity?

4.) What does Eric mean when he says we are at the beginning of an infrastructure renaissance? What opportunities does this create in the venture landscape? How does this lead Eric to consider the current state of the consumer landscape?

5.) How does Eric view multi-stage investing? Why does Eric and Benchmark favour stage specifity when it comes to investing? What are the dangers of larger stage funds investing in earlier rounds for optionality?

Items Mentioned In Today’s Show:

Eric’s Fave Book: Endurance: Shackleton's Incredible Voyage To The Antarctic

Eric's Most Recent Investment: Confluent 

As always you can follow Harry, The Twenty Minute VC and Eric on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

If you are an early stage startup, the right infrastructure and support systems are critical, that is where First Republic is so good. First Republic’s resources network and expertise allow entrepreneurs to customise a solid foundation for their business. Why First Republic, well you get to leverage their incredible network of VC firms to prepare you for future fundraising events, you get to count on a single point of contact that will be there for you and your employees, you get access to exclusive events and networking opportunities. Their clients include the likes of Instacart, eShares and Wish just to name a few. Check it out by heading over to innovation.firstrepublic.com

Segment allows you to collect data from every platform (mobile, web, server, cloud apps) and load it into Segment. Segment then sends the customer data to your tools and destinations where it can be used most effectively, destinations include email, analytics, warehouses, helpdesks and more. With over 200 sources and destinations on the Segment platform that can empower your team, Segment really is the last integration you will ever do and that is why the world’s best companies use segment to drive growth and revenue including Atlassian, New Relic and Crate & Barrel. Simply head over to segment.com to find out more.

Mario Schlosser is the Founder & CEO @ Oscar, the startup that makes health insurance easy. They have raised over $700m in funding from some of the world's best investors including the likes of Founders Fund, Google Capital, Thrive Capital, Lakestar, Khosla Ventures and Jim Breyer just to name a few. Previously, Mario co-founded the largest social gaming company in Latin America and held roles with the likes of Bridgewater Associates and McKinsey. Fun fact, as a visiting scholar at Stanford University, Mario wrote 10 computer science publications, including one of the most-cited computer science papers published in the past decade.

In Today’s Episode You Will Learn:

1.) How Mario made his way into the world of healthcare and Oscar from founding Latin America's largest social gaming company?

2.) Why is insurance one of the most complex spaces in tech? Why is there a chance for companies, not governments, to cut costs and innovate on the current system? Does Mario agree with Brian Singerman, "once we go to a single player, innovation ends", thesis?

3.) Oscar has raised over $700m, to what extent does Mario believe that too high a valuation can be a liability? How did Mario look to select his investors? What are the challenges of raising funds for a category-defining opportunity?

4.) Oscar now has over 600 in the team, where have been the inflection points in the scaling of the company? Where have things broken? How does Mario look to rectify and observe these inflection points ahead of time?

5.) How does Mario look to optimise team composition? How does he look to balance athletes with heavy domain experts? Does Mario believe that too much domain expertise can prevent innovation due to a lack of naivety?

Items Mentioned In Today’s Show:

Mario’s Fave Book: Herr Lehmann

Mario’s Fave Blog: Spiegel

As always you can follow Harry, The Twenty Minute VC and Mario on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

If you are an early stage startup, the right infrastructure and support systems are critical, that is where First Republic is so good. First Republic’s resources network and expertise allow entrepreneurs to customise a solid foundation for their business. Why First Republic, well you get to leverage their incredible network of VC firms to prepare you for future fundraising events, you get to count on a single point of contact that will be there for you and your employees, you get access to exclusive events and networking opportunities. Their clients include the likes of Instacart, eShares and Wish just to name a few. Check it out by heading over to innovation.firstrepublic.com

Segment allows you to collect data from every platform (mobile, web, server, cloud apps) and load it into Segment. Segment then sends the customer data to your tools and destinations where it can be used most effectively, destinations include email, analytics, warehouses, helpdesks and more. With over 200 sources and destinations on the Segment platform that can empower your team, Segment really is the last integration you will ever do and that is why the world’s best companies use segment to drive growth and revenue including Atlassian, New Relic and Crate & Barrel. Simply head over to segment.com to find out more.

Jeremy Conrad is a Partner @ Lemnos Labs, the fund that believes in the earliest stages of building hardware, every dollar counts, every hour matters and every decision is crucial to success or failure. Consequently, Lemnos invests in pre-seed and seed hardware startups encountering these very real challenges. Among their portfolio is the likes of previous guest Swift Navigation and Airware, just to name a few. As for Jeremy, prior to VC he was in the United States Airforce where he was in charge of an $80m tests and targets group and was also responsible for the BMC4I system of the Airborne Laser (ABL).

In Today’s Episode You Will Learn:

1.) How Jeremy made his way from the United States Airforce to investing in the next generation of great hardware founders with Lemnos?

2.) Why does Jeremy believe that now is the time for robotics? What megatrends mean now is the right time? Why does Jeremy believe that core AI today is largely a bunch of nifty tricks?

3.) Why does Jeremy believe that Silicon Valley will dominate the future of robotics? What characteristics does the valley have that mean this is the case? What is the dirty secret of Silicon Valley?

4.) How does Jeremy view the funding environments for hardware? Where is there constrictions of capital for hardware startups? What must hardware founders have in place in order to raise a Series B?

5.) Why does Jeremy believe that consumer electronics is the hardest space for venture today? With the likes of Juicero and Pearl, is consumer still possible today? Are the likes of GoPro and FitBit merely anomalies in the dataset?

Items Mentioned In Today’s Show:

Jeremy’s Fave Book: The Better Angels of Our Nature 

Jeremy’s Fave Blog: Dan Primack: Pro Rata

Jeremy’s Most Recent Investment: Marble

As always you can follow Harry, The Twenty Minute VC and Jeremy on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

If you are an early stage startup, the right infrastructure and support systems are critical, that is where First Republic is so good. First Republic’s resources network and expertise allow entrepreneurs to customise a solid foundation for their business. Why First Republic, well you get to leverage their incredible network of VC firms to prepare you for future fundraising events, you get to count on a single point of contact that will be there for you and your employees, you get access to exclusive events and networking opportunities. Their clients include the likes of Instacart, eShares and Wish just to name a few. Check it out by heading over to innovation.firstrepublic.com

Segment allows you to collect data from every platform (mobile, web, server, cloud apps) and load it into Segment. Segment then sends the customer data to your tools and destinations where it can be used most effectively, destinations include email, analytics, warehouses, helpdesks and more. With over 200 sources and destinations on the Segment platform that can empower your team, Segment really is the last integration you will ever do and that is why the world’s best companies use segment to drive growth and revenue including Atlassian, New Relic and Crate & Barrel. Simply head over to segment.com to find out more.

Mike Volpi is a General Partner @ Index Ventures, one of the world's leading venture funds with a portfolio including the likes of Facebook, Dropbox, Slack, Supercell and Deliveroo just to name a few. Mike currently sits on the boards of prior guests, Cockroach Labs and Wealthfront, as well as Blue Bottle Coffee, Sonos and Zuora just to name a few. Prior to Index, Mike was a director @ Cloud.com (acq by Citrix) and StorSimple (acq by Microsoft). Before that, Mike held a number of executive positions including Chief Strategy Officer at Cisco. He also serves on the board of Fiat Chrysler Automotive.

In Today’s Episode You Will Learn:

1.) How Mike made his transition from operator and M&A exec to General Partner @ Index and opening their West Coast Office?

2.) Question from Dave Morin @ Slow: How did Mike's childhood in Italy and Japan affect how he views and interacts with entrepreneurs today? Question from Danny Rimer: How has Mike found the transition from player to coach with the move to VC?

3.) Question from Andy Rachleff: Having seen both the US and European venture markets, how do they compare? Why does Mike think being an entrepreneur in Europe is far more solitary? What does it take to create a VC brand, like Index in an already very crowded West Coast market?

4.) Having had a front-row seat for the brand building of the likes of Sonos, Blue Bottle and Eero, what does Mike believe are the core tenets to building generation-defining brands? How has this changed over the last 5-10 years?

5.) Does Mike agree with Rob Siegel that the enterprise market is now less exciting given we might be entering a period of consolidation? Why does Mike believe this actually represents opportunity? How will we see open source play a role in the next wave of these enterprise companies?

Items Mentioned In Today’s Show:

Mike’s Fave Book: Undaunted Courage 

Mike’s Fave Blog: The Information

Mike’s Most Recent Investment: Eero

As always you can follow Harry, The Twenty Minute VC and Mike on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

If you are an early stage startup, the right infrastructure and support systems are critical, that is where First Republic is so good. First Republic’s resources network and expertise allow entrepreneurs to customise a solid foundation for their business. Why First Republic, well you get to leverage their incredible network of VC firms to prepare you for future fundraising events, you get to count on a single point of contact that will be there for you and your employees, you get access to exclusive events and networking opportunities. Their clients include the likes of Instacart, eShares and Wish just to name a few. Check it out by heading over to innovation.firstrepublic.com

Segment allows you to collect data from every platform (mobile, web, server, cloud apps) and load it into Segment. Segment then sends the customer data to your tools and destinations where it can be used most effectively, destinations include email, analytics, warehouses, helpdesks and more. With over 200 sources and destinations on the Segment platform that can empower your team, Segment really is the last integration you will ever do and that is why the world’s best companies use segment to drive growth and revenue including Atlassian, New Relic and Crate & Barrel. Simply head over to segment.com to find out more.

Kathleen Utecht is a General Partner @ Core Innovation Capital, I would say one of the most under the radar but immensely exciting funds in market and they are looking to revolutionize financial services with their portfolio. With their portfolio are the likes of NerdWallet, PayJoy, fundera and Mayvenn just to name a few. Prior to Core, Kat was an investor at Comcast Ventures and WVP Ventures. Prior to her venture roles, Kath invested in and led Green Rock Entertainment, an online/offline commerce startup. Before that, Kat cut her teeth in the world of finance working as an investment banker at Raymond James.

In Today’s Episode You Will Learn:

1.) How Kat made her way from car entrepreneur dreams to operator to now, General Partner @ Core?

2.) Why does Kat believe that "society is on a downgrade"? Does Kat agree with the Thiel thesis of "we expected flying cars and were given 140 characters"? Where does Kat most want to see entrepreneurs spending their time and skills?

3.) How does Kat view regulation with regards to startup operations and expansion? Why does Kat believe that "sector specific funds should be in every highly regulated deal"? What are the core benefits? How can VCs really aid with regulation?

4.) Kat has previously said that "VC is a lifestyle not a job", what does Kat mean by this? How does this mean VCs should behave with regards to founder interactions and communications? How can entrepreneurs stress test whether a VC has this belief?

5.) How does Kat view the process of losing companies? What does her post mortem analysis look like? Why does Kat believe that if you do not lose companies, you are not taking enough risk?

Items Mentioned In Today’s Show:

Kat’s Fave Book: Atlas Shrugged

Kat’s Fave Blog: AVC by Fred Wilson

As always you can follow Harry, The Twenty Minute VC and Kat on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

If you are an early stage startup, the right infrastructure and support systems are critical, that is where First Republic is so good. First Republic’s resources network and expertise allow entrepreneurs to customise a solid foundation for their business. Why First Republic, well you get to leverage their incredible network of VC firms to prepare you for future fundraising events, you get to count on a single point of contact that will be there for you and your employees, you get access to exclusive events and networking opportunities. Their clients include the likes of Instacart, eShares and Wish just to name a few. Check it out by heading over to innovation.firstrepublic.com

Segment allows you to collect data from every platform (mobile, web, server, cloud apps) and load it into Segment. Segment then sends the customer data to your tools and destinations where it can be used most effectively, destinations include email, analytics, warehouses, helpdesks and more. With over 200 sources and destinations on the Segment platform that can empower your team, Segment really is the last integration you will ever do and that is why the world’s best companies use segment to drive growth and revenue including Atlassian, New Relic and Crate & Barrel. Simply head over to segment.com to find out more.

Andy Weissman is a Partner @ Union Square Ventures, one of the world’s leading VC firms with investments in Twitter, Twilio, Zynga, Soundcloud, Tumblr, Lending Club and many more. At USV, Andy sits on the boards of YouNow, ScienceExchange, Figure 1 and previous guest, CircleUp. Prior to joining USV, in 2007 he co-founded betaworks, which both created and invested in social, real-time applications and services. You can also check out Andy's fantastic blog here.

In Today’s Episode You Will Learn:

1.) How Andy made his way into the world of startups and investing, came to found Betaworks and then made the move to USV?

2.) Andy has previously said the business "is more about luck than skill and process rather than foresight". Why does Andy place so much emphasis on process? How has Andy seen his process evolve over the years? How does the process of an individual balance with the process of the firm?

3.) Why does USV not agree with voting as a method of investment decision making? How do Andy and USV approach reserve allocation? What model and simulators do they use to determine which companies receive follow on funding?

4.) Why does Andy believe that recycling cash from early exits is good for everyone? How has Andy found that LPs respond to this? What is the balance? What is the right amount for recycling, 110%, 120% or 130%?

5.) How does Andy view price sensitivity? To what extent does Andy agree with Peter Fenton that "valuation is a mental trap"? Has there been a time when Andy has lost a deal due to price? How has that changed his psyche and approach to the topic?

Items Mentioned In Today’s Show:

Andy’s Fave Book: On The Road by Jack Kerouac

Andy’s Fave Blog: Phish.net, Continuations, Radio Free Mobile

Andy's Most Recent Investment: Flip

As always you can follow Harry, The Twenty Minute VC and Andy on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

If you are an early stage startup, the right infrastructure and support systems are critical, that is where First Republic is so good. First Republic’s resources network and expertise allow entrepreneurs to customise a solid foundation for their business. Why First Republic, well you get to leverage their incredible network of VC firms to prepare you for future fundraising events, you get to count on a single point of contact that will be there for you and your employees, you get access to exclusive events and networking opportunities. Their clients include the likes of Instacart, eShares and Wish just to name a few. Check it out by heading over to innovation.firstrepublic.com

Segment allows you to collect data from every platform (mobile, web, server, cloud apps) and load it into Segment. Segment then sends the customer data to your tools and destinations where it can be used most effectively, destinations include email, analytics, warehouses, helpdesks and more. With over 200 sources and destinations on the Segment platform that can empower your team, Segment really is the last integration you will ever do and that is why the world’s best companies use segment to drive growth and revenue including Atlassian, New Relic and Crate & Barrel. Simply head over to segment.com to find out more.