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The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

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.
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Now displaying: Category: Investing
Oct 5, 2018

Afton Vechery is the Co-Founder & CEO @ Modern Fertility, the startup that guides you through your fertility hormones now so you have options later. To date they have raised over 7m in funding from some of the leading players in venture including USV, First Round Capital, Maveron, SV Angel and Y Combinator. As for Afton, prior to Modern Fertility, Afton was a Product Manager @ 23andMe where she was the sole product manager responsible for all consumer-facing genetic tools. Before 23andMe, Afton was a Strategy and Finance Consultant @ Willow Pump where she participated in fundraising that led to successful $15M fundraise.

In Today’s Episode You Will Learn:

1.) How Afton made her way into the world of startups with 23andMe and then came to change the way we think about fertility with Modern Fertility?

2.) Afton has previously emphasised the importance of having "frameworks for success". What does that mean? How do those frameworks break down? How does Afton think about the decision-making process around prioritisation? How does Afton think about the difference between being customer informed and customer driven?

3.) Why does Afton believe that there are times when you should not test the MVP? Why is this? What would Afton do differently in the MVP process if she had her time again? How does Afton think about and respond to the statement "move fast and break things"?

4.) Why does Afton believe it is important to let everyone "rip apart your business"? What are the fundamental benefits of this? From the ripping aparts, Afton has experienced, what have been the biggest takeaways? What was their argument? How did Afton respond? How did her thinking and mentality change as a result?

5.) Why does Phin Barnes @ First Round say Afton is "hard as nails"?  What were some of Afton's biggest learnings from her early engineering role? How does Afton think about entrepreneurial resilience today? What advice does Afton give to emerging entrepreneurs and first-time founders?

Items Mentioned In Today’s Show:

Afton’s Fave Book: Motherhood Rescheduled

As always you can follow HarryThe Twenty Minute VC and Afton on Twitter here!

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

Oct 1, 2018

Rebecca Kaden is a General Partner @ Union Square Ventures, one of the most successful funds of the last decade with a portfolio including the likes of Twitter, Twilio, Zynga, Soundcloud, Tumblr, Lending Club and many more. As for Rebecca, prior to USV, Sarah was a General Partner @ Maveron, a consumer-only seed and series A fund where she invested in the likes of Allbirds, Dia & Co, Periscope, Earnest and Eargo just to name a few. Before Maveron, Rebecca took the route of many great VCs and was a journalist, working as Special Projects Editor @ Narrative Magazine.

In Today’s Episode You Will Learn:

1.) How Rebecca made her way into the world of VC from journalism? How her journey with Maveron led to her becoming a General Partner with the prestigious USV?

2.) Having mastered the craft of VC in the world of consumer, how does Rebecca respond to Peter Fenton and Jeremy Levine's statement, "we are in a consumer downturn"? How does Rebecca think about the lack of free and open distribution today? How can startups compete with incumbents for cost-efficient customer acquisition?

3.) How does Rebecca evaluate the role of Amazon today? How does Rebecca look to get comfortable that Amazon is not moving into the space of a portfolio company? Does Rebecca agree, "if you are not a top 3 priority", you have a couple of years on them? How can startups learn from the execution advantage shown by Amazon over the last decade?

4.) With several recent consumer acquisitions under $200m, does Rebecca still believe that venture returns can be made at scale in consumer? How does Rebecca analyse how to think about multiple on revenue when evaluating consumer companies? Why Does Rebecca believe we are in a moment of fragmentation, not consolidation?

5.) How does Rebecca compare the partnerships of US and Maveron having been a GP now at both firms? What are the similarities? What are the differences? What does Rebecca believe are the core advantages of small partnerships and controlled fund sizes? How does the addition of the thesis-driven investing style effect Rebecca's thinking?

Items Mentioned In Today’s Show:

Rebecca’s Fave Book: Pale Fire 

Rebecca’s Most Recent Investment: Modern Fertility

As always you can follow HarryThe Twenty Minute VC and Rebecca on Twitter here!

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

Sep 28, 2018

Maynard Webb is truly unique, he has worn 3 different hats and excelled in all of them. First, he is the Founder of The Webb Investment Network, the institutionalisation of his personal investing where he has invested in the likes of Zuora, GOAT, WePay, Okta, PagerDuty and many more incredible companies. He is also a Co-Founder and Board Member at Everwise, the startup that helps companies tailor, scale and run training at enterprise scale. Everwise has raised over $26m in funding from the likes of Sequoia Capital and Canvas Ventures. Finally, Maynard sits on the board of some of the biggest companies of our time including Salesforce and Visa. Previously Maynard was Chairman of the Board of Yahoo!, CEO of LiveOps, and COO of eBay.

In Today’s Episode You Will Learn:

1.) How Maynard made his way into the world of startups and came to invest in his first company, founded by Sequoia's Jim Goetz and how that led to eBay, LiveOps and more?

2.) Does Maynard believe we have an excess supply of capital in the market today? What does Maynard think of the mega $Bn+ funds being raised on a frequent basis? How does this distort pricing in the market? How does Maynard think about his own price sensitivity? What does this mean for his available reserve allocation?

3.) Does Maynard believe that the dominant role of CEO is management upscaling? How does Maynard advise on the transition from manager to inspirational leader? How do the vest best CEOs hire the very best execs? How does Maynard know when a stretch VP is a stretch too far? How should founders determine and approach "bet the company" decisions?

4.) When should a founder start installing their board? What does Maynard believe is the optimal board construction, both in characters and profiles? How has Maynard seen his own style of board membership changed over the years? What are the best board members talk to listen ratios? How can founders create alignment among their board?

5.) What is the right way for founders to deal with "s*** hit the fan moments"? What is the framework to approach this with? Where do many go wrong in their approach? How does one communicate this to the wider team, investors and board? What have been Maynard's biggest personal learnings here from eBay?

Items Mentioned In Today’s Show:

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

As always you can follow HarryThe Twenty Minute VC and Maynard on Twitter here!

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

Sep 24, 2018

Sarah Tavel is a General Partner at 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. As for Sarah, Sarah has led Benchmark's investments in and currently sits on the boards of Chainalysis and Hipcamp. Prior to Benchmark, Sarah was a Partner at Greylock Partners, where she led Greylock's investment in Sonder and another (unannounced) company. Before Greylock, Sarah was one of the first 35 employees at Pinterest where she led the company's international expansion and aided in the closing of the Series C financing. Sarah was also the product lead for search, recommendations, machine vision, and pin quality and led three acquisitions as she helped the company scale through a period of hyper-growth.

In Today’s Episode You Will Learn:

1.) How Sarah made her first foray into the world of venture with Bessemer over 10 years ago? How that led to Pinterest and how she came to be a GP at Benchmark today?

2.) Speaking of Sarah's operating career with Pinterest, Pat Grady said on the show "never has the rate of decay on operating experience been greater". How does Sarah think about and respond to this? How has operating made Sarah a strong investor? What are the drawbacks that this operating experience can present for investors?

3.) Moving to evaluation, Andy Rachleff, Founder @ Benchmark said on the show, "good team poor market, market wins; good market, poor team, market wins. How does Sarah think about the balance between founder vs market? Why is going after big markets so hard? What should investors look for in a market with that in mind? How does Sarah determine the right time to open up adjacent markets?

4.) There has never been a greater supply of capital in the market than today, does Sarah believe we have an excess supply today? Does Sarah agree with her Partner, Peter Fenton, "no good deal is too expensive in hindsight"? How does Sarah assess her own price sensitivity? How does it depend on the opportunity? How has it changed over time?

5.) Having 2,5000 hours on boards, how has Sarah seen herself develop and change as a board member? What have been some of the biggest learning curves? What are the commonalities in the very best board members Sarah works with? how doe the best entrepreneurs manage and use their boards effectively?

6.) Why does Sarah think that crypto today is very much like the world of adtech in the early days? How does Sarah think about the requirement for specialisation in the space? WIll this be a game for the specialised crypto funds or can generalist VC funds compete?

Items Mentioned In Today’s Show:

Sarah’s Fave Book: Creating the Kingdom of Ends

Sarah’s Most Recent Investment: Hipcamp

As always you can follow HarryThe Twenty Minute VC and Sarah on Twitter here!

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

Sep 21, 2018

Amol Deshpande is the Co-Founder and CEO at Farmers Business Network, the farmer-to-farmer agronomic information network improving the livelihood of farmers by making data useful and accessible. To date, they have raised a whopping $193m in funding from the likes of Kleiner Perkins, T Rowe, GV, Temasek and more. As for Amol, prior to FBN, he was a Partner @ Kleiner Perkins where he invested in the likes of Harvest Power and Agilyx and before Kleiner, Amol was a Director @ Black River Asset Management.

In Today’s Episode You Will Learn:

1.) How Amol made his way into the world of startups, came to be a Partner @ Kleiner Perkins and then came to change the world of farming with Farmers Business Network?

2.) What were Amol's biggest takeaways from his time with Kleiner? Although important to think really big, how does Amol think about the Peter Thiel School of Thought, starting in a very small niche and expanding? Where does Amol see many founders go wrong when it comes to market size and assessment?

3.) How does Amol believe the very best CEOs hire the very best talent? What core characteristics does Amol look for when adding to his exec team? What are the leading questions and indicators that would excite/concern Amol? Why does Amol believe the smartest people do not always make the best hires? What are the core signs that a stretch VP is a stretch too far?

4.) What is the key to success for founders in building credibility with customers, investors and their board? What is the most challenging element of credibility building? Where does Amol see many founders go wrong and lose credibility today? How does your approach have to alter according to which class of individual you are looking to build with?

5.) How does Amol fundamentally approach the topic of capital efficiency? What does Amol believe is the right way for founders to think about dilution when raising? How does Amol determine when is the right time to raise big and pour fuel on the fire?

Items Mentioned In Today’s Show:

Amol’s Fave Book: Team of Rivals: The Political Genius of Abraham Lincoln

As always you can follow HarryThe Twenty Minute VC and Amol on Twitter here!

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

Sep 17, 2018

David Frankel is Managing Partner @ Founder Collective, one of the leading seed funds of the last decade with a portfolio including the likes of Uber, PillPack, Coupang, Hotel Tonight, Venmo, Buzzfeed and many more incredible companies. David himself sits on the board of PillPack, Olo, Adhawk and SeatGeek. Prior to founding Founder Collective, David was the Co-Founder and CEO of Internet Solutions, one of the largest ISP providers in Africa. This led to his entrance into angel investing where he enjoyed immense success investing in the likes of Chris Dixon's Hunch and Alex Rampell's TrialPay, just to name a few.

In Today’s Episode You Will Learn:

1.) How David made his way into the world of startups and angel investing from founding Africa's largest ISP provider and how that led to his founding of Founder Collective?

2.) Does David agree with Andy McLoughlin on the inherent mindset shift required when moving from angel to institutional investor? What does David believe is the key to making a new venture partnership work well in the early days? How was the process between him and Eric Paley? What were some of the core challenges/ highlights and breakthroughs?

3.) What does founder-market fit truly mean to David? Why does David believe it is one of the most crucial elements to look for in all investment opportunities? How was this so perfectly evident in the case of Elliot and TJ @ PillPack? How does David navigate the balance between the perfectness of the fit and the investability of the market?

4.) From watching TJ and Elliot at PillPack, what does David believe the truly special founders do to continuously attract the best talent? When does David believe is the right time to really build out the exec team? How did Elliot and TJ align their scaling of the org chart with the growth of the business so well?

5.) How does David think about the lack of free and open distribution in acquiring new customer in a capital efficient manner today? Why does David believe the companies of the future will be advantaged in distribution? In what shape and form can this advantage take? How does David think about the right time to put the pedal to the metal and aggressively grow?

Items Mentioned In Today’s Show:

David’s Fave Book: Sapiens: A Brief History of Humankind

David’s Most Recent Investment: Adhawk

As always you can follow HarryThe Twenty Minute VC and David on Twitter here!

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

The reality is that hiring amazing developers is hard. Terminal.io is your dedicated partner in rapidly standing up world-class remote technical teams. How do they deliver both speed and quality? Terminal does this by focusing on everything necessary to successfully source, setup, and support these teams – from physical elements like beautiful workspaces and equipment to ongoing resources like HR, payroll, legal, professional learning and development. But don’t take my word for this, take the word of Eventbrite, former 20VC guest Hims, and Dialpad – all customers and lovers of Terminal. You can find out more today at Terminal.io.

Sep 14, 2018

Howard Lerman is the Founder & CEO @ Yext, the company that allows you to control your brand experience across the digital universe. Due in part to Howard's incredible leadership of the firm, Yext went public in April 2017 with an opening price of $11 a share, today the stock price sits at $26.85 and a market cap of $2.65Bn. Prior to the IPO, Yext raised over $117m in VC funding from Insight Venture Partners, IVP, SV Angel and CrunchFund to name a few. As for Howard, Yext is his 4th company and he is also Co-Founder and Chairman of Confide, a leading off-the-record messaging service.

In Today’s Episode You Will Learn:

1.) How Howard made his way into the world of startups and came to Partner with is co-founders to start the now public company that is Yext?

2.) Why must every founder know about Teddy Roosevelt and his "Five Minute Meetings"? Literally, what is the right way to structure these meetings? What one question is the right question to ask? How can a leader look to retain that startup culture and ethos with scale? Why does Howard believe running a global company is like running a country?

3.) What have Howard's biggest takeaways been from studying "John Lennon's Storytelling Trick"? How can founders use this trick both to inspire their team more effectively internally and then to present a better vision for the company, externally?

4.) Howard has said before "fundraising is not an end in itself". Does Howard believe that company financing should be celebrated? How was the IPO process for Howard? From a literal standpoint, how does the process run? How did Howard choose which banks to work with? How did the 10-day roadshow shape up? How did the pricing decision-making process look the night before IPO?

5.) Why does Howard believe it is fundamentally better being a public company? What does "public" status allow you? How does being public introduce a challenge never before seen to founders? Why must founders always examine the motives of the VC behind whether they are pushing them to remain private or go public?

Items Mentioned In Today’s Show:

Howard’s Fave Book: Five Stars: The Communication Secrets to Get From Good to Great

As always you can follow HarryThe Twenty Minute VC and Howard on Twitter here!

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

Aug 31, 2018

Philip Krim is the Founder & CEO @ Casperthe global sleep company that launched in 2014 offering perfect mattresses directly to consumers. Since then they have raised over $239m in funding from the likes of NEA, Lerer Hippeau, IVP, Norwest Venture partners and even include Leonardo Di Caprio on their cap table. As for Philip, he is a serial entrepreneur having founded 2 previous startups, launching his first business out of his very own dorm room at the University of Texas. Due to his immense success, he has been profiled in The New York Times, The Wall Street Journal and been awarded a TechCrunch Crunchie award for Best in E-commerce.

In Today’s Episode You Will Learn:

1.) How Philip made his way into the world of startups and came to launch one of the most successful consumer brands of our day in the form of Casper?

2.) We continuously hear about "the end of retail". What does retail done poorly mean to Philip? How does he perceive the future of retail and retail done right? How does retail fundamentally change the margin structure of an originally online brand like Casper? What does Philip perceive to be the biggest challenge to opening up retail significantly?

3.) Why does Philip think we have seen many online mattress brands struggle over the past year? How has this affected how he operates and executes the plan with Casper? How does Philip think about diversification within customer acquisition channels? How does Philip assess the saturation rate of different distribution channels?

4.) Casper's latest lead investor was a strategic investor, Target. How does Philip think about accepting strategic funds? What was the internal debate and decision-making process? What advice would Philip have to founders contemplating accepting strategic money? How can strategics sometimes have ulterior motives?

5.) Does Philip agree with many former CEOs on the show, the most important role of the CEO is management upscaling? What other functions does Philip consider core? How did Philip think about building out the core of his C-Suite? Does he wish he had done it earlier? What element of the C-Suite was the hardest to hire for?

Items Mentioned In Today’s Show:

Philip’s Fave Book: Elon Musk: How the Billionaire CEO of SpaceX and Tesla is Shaping our FutureBad Blood: Secrets and Lies in a Silicon Valley Startup

As always you can follow HarryThe Twenty Minute VC and Philip on Twitter here!

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

Aug 27, 2018

Daniel Gross is the Founder @ Pioneer and the Head of AI @ Y Combinator. Taking them in turn, Pioneer is the home for ambitious outsiders of the world where they are building a community of creative young people working on interesting projects around the globe. YC is obviously the world’s most successful accelerator with alumni that includes the likes of Airbnb, Dropbox, Reddit, Flexport and many more incredible companies. Prior to Pioneer and YC, Daniel was a Director @ Apple where he focused on machine learning, as a result of his prior company, Cue (also a YC company) being acquired by Apple in 2013. Finally, Daniel also has one of the valley’s most impressive angel portfolios with investments in OpenDoor, Cruise (acquired by GM), Gusto and Github, just to name a few.

In Today’s Episode You Will Learn:

1.) How Daniel made his way from a military camp in Israel to start a company at YC to selling the company to Apple to now, creating a global community of the world's most ambitious people?

2.) What does Daniel believe is the commonality of truly great people? Why did Daniel decide to start Pioneers now? What are the terms for entering Pioneers? How is Daniel looking to create the global talent engine through gamification with Pioneers? Why is gamification such a strong tool to understand human motivation?

3.) Why did Daniel decide it was the right decision to bring the Pioneers to SF? In the world of decentralized entrepreneurship, why did Daniel feel it necessary to bring everyone to the valley? What does Daniel believe Silicon Valley needs to solve if it is to become the home for crypto and frontier tech? What role does optimism play in the success of SF?

4.) The program is funded through Stripe and Marc Andreesen, many have suggested this poses conflict with potential optionality on projects and talent, how does Daniel think about this conflict? Why is it not a concern? What other challenges does Daniel forsee as being the biggest barriers to the success of Pioneer?

5.) How does Daniel think about KPI's for the coming 12 months? What are his core KPI's? How does Daniel construct a framework that will allow him to love previously disliked tasks? How can anyone do this with success?

Items Mentioned In Today’s Show:

Daniel’s Fave Book: Finite and Infinite GamesEnders Game

Daniel’s Most Recent Investment: JumpRetool

As always you can follow HarryThe Twenty Minute VC and Daniel on Twitter here!

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

Joist has built the go-to platform for contractors. Joist enables contractors to professionally handle everyday tasks like estimating, invoicing, collecting payments, and manage projects, while also helping them grow their businesses as a streamlined CRM. More than 500 thousand contractors have used the Joist platform to manage more than $8.5 billion in invoiced work in North America, the UK, and Australia. Learn more at joist.com. WePay’s got a great case study about how another platform, TeamSnap, is working with WePay to make payments its #1 revenue stream… more than its subscription business. Get it at wepay.com/harry.

Lattice is the #1 people management solution for growing companies and helps companies like Asana, Reddit and Cruise build a strong company culture. With Lattice, it’s easy to launch 360 reviews, share ongoing feedback, facilitate 1:1s, set up goal tracking, and run employee engagement surveys. Lattice is the only solution that combines performance management and employee engagement, so operators can make sure top performers are happy. Lattice is giving away three months of Lattice free to 20VC listeners. Just go to lattice.com/20vc to receive the offer. Build an award-winning culture with Lattice. The #1 people management solution.

Aug 20, 2018

Avichal Garg is the Managing Partner @ Electric Capital, one of the leading crypto asset management firms today investing in both liquid and illiquid tokens that are emerging stores of value and rooted in novel technology. Prior to Electric they personally invested in Coinbase, Bitwise, Basecoin and more. As for Avichal as well as Electric, he is a part-time partner at YC and prior to YC, he was Director of Product Management at Facebook where he led the Local product team (a $3.5Bn line of business at the time). Before FB, Avichal worked on Search and Ads at Google, started and sold a few companies, and invested in startups including Optimizely, Boom, Color, Cruise, Instawork, CaseText, and many more.

In Today’s Episode You Will Learn:

1.) How Avichal made his way into the world of startups, began angel investing, discovering the power of crypto and why now for Electric Capital?

2.) How does Avichal break the world of crypto into 4 fundamentally distinct buckets today? Which 2 elements does Avichal believe will be the biggest value accruers? What is the core question to ask when assessing a crypto opportunity today? How does angel investing compare to crypto investing?

3.) Where are the majority of ICO dollars going today? Why does Avichal believe that ICOs in large part do not fundamentally make sense from an investment and pricing perspective? How does Avichal think about liquidity in the world of crypto? As an institutional manager, what mindset does Avichal embrace when liquidity is possible?

4.) Why does Avichal believe that regulation and government controls is the opposite of the real risk to the space? If this is not the biggest risk, what does Avichal believe is the biggest risk to the potential of the space? Why does Avichal believe that the US government have handled the space with nuance and intellect?

5.) Why does Avichal believe that decentralized teams will not work? How does this correlate to the progression of platform complexity with time? Why does Avichal believe this will lead to the re-centralization of talent back to Silicon Valley? What catalysts will act to speed this up or hamper it's re-centralisation?

Items Mentioned In Today’s Show:

Avichal’s Fave Book: Ender's Game

Avichal’s Most Recent Investment: Coda Cryptocurrency Protocol

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

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

Are you told your standards are too high, well The League is the app that tells you to keep them that way, they know your time is valuable so simply tell them your preferences and they will handle the scouting and vetting for you. Plus even better, your profile will only ever be seen by people who match your preferences, matches expire after 21 days and so there are no drawn-out games and they even require LinkedIn to protect your privacy and block you from matching with co-workers and business connections. You can apply now by downloading The League on the app store or heading to The League.com

Zoom is the fastest-growing video and web conferencing service, providing one consistent enterprise experience that allows you to engage in an a variety of activities including video meetings and webinars, collaboration-enabled conference rooms, and persistent chat all in one platform. Plus, it is the easiest solution to manage, scale, and use, and has the most straightforward, affordable pricing. And you can see for yourself! Sign up for a free account (not a trial!). Just visit Zoom.us.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust Culture Amp. It enables leaders to make better decisions, demonstrate impact and turn your company culture into a competitive edge.  Find out more on cultureamp.com.

Aug 17, 2018

Dylan Serota is the Founder & Chief Strategy Officer @ Terminal, the startup that helps you create world-class technical teams through remote operations as a service. They recently raised a phenomenal $13m Series A with some of the world's most renowned names including Lightspeed, KPCB, Craft, Thiel, Atomic and Jerry Yang just to name a few. As for Dylan, he is also a Founder-in-Residence @ Atomic, one of the valley's most exciting new institutions which both founds and funds companies and includes the likes of Hims, TalkIQ (acq by Dialpad) and more. Prior to Atomic and Terminal, Dylan was Head of Platform @ Eventbrite where he led platform product org, built third-party developer ecosystem and platform partnerships.

In Today’s Episode You Will Learn:

1.) How Dylan made his way into the world of startups with Eventbrite and how that led to his realisation on the future of development operations with Terminal?

2.) Why does Dylan believe that it is important for startups to build distributed teams earlier in their growth curve than often suggested? What are the key aspects to making remote teams work well? Why does Dylan believe that "companies overvalue their culture"? How does Dylan assess culture across remote teams?

3.) Jason lemkin says "startups can either hire a stretch VP or a burnt out mediocre VP", does Dylan agree with this? How does Dylan assess the balance between hiring functional specialists vs jack of all trades? When is the right time to make the transition from generalist to specialist?

4.) Hw does Dylan analyze and assess a startup leaderships team ability to adapt and prioritize speed? What is key to successful decision-making today in startups? How does Dylan think about the importance of speed when it comes to product ideation and iteration?

5.) What does Dylan believe is the biggest mistake many people make early in their career? What are the commonalities of the truly successful people in how they have structured their careers? How does Dylan think about the balance between title vs salary vs experience? What should one optimise for and when?

Items Mentioned In Today’s Show:

Dylan’s Fave Book: The Selfish Gene by Richard Dawkins

As always you can follow HarryThe Twenty Minute VC and Dylan on Twitter here!

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

Are you told your standards are too high, well The League is the app that tells you to keep them that way, they know your time is valuable so simply tell them your preferences and they will handle the scouting and vetting for you. Plus even better, your profile will only ever be seen by people who match your preferences, matches expire after 21 days and so there are no drawn-out games and they even require LinkedIn to protect your privacy and block you from matching with co-workers and business connections. You can apply now by downloading The League on the app store or heading to The League.com

Zoom is the fastest-growing video and web conferencing service, providing one consistent enterprise experience that allows you to engage in an a variety of activities including video meetings and webinars, collaboration-enabled conference rooms, and persistent chat all in one platform. Plus, it is the easiest solution to manage, scale, and use, and has the most straightforward, affordable pricing. And you can see for yourself! Sign up for a free account (not a trial!). Just visit Zoom.us.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust Culture Amp. It enables leaders to make better decisions, demonstrate impact and turn your company culture into a competitive edge.  Find out more on cultureamp.com.

Aug 13, 2018

Jeff Fagnan is Founding Partner @ Accomplice, one of the East Coast's leading early-stage funds with a portfolio including the likes of AngelList, PillPack (acq by Amazon), Freshbooks, Hopper, Secret Escapes and many more incredible companies. Accomplice is also unique as it is a platform builder creating incredible initiatives such as Spearhead, Maiden Lane and Boston Syndicates, really moving the needle in seeding local ecosystems. As for Jeff he is well known as a founding investor, working with most of his portfolio since inception, sometimes as a co-founder including Veracode (Sold to CA Technologies‍). Jeff also sits on the board of AngelList, PillPack, InsightSquared, Hopper, Freshbooks and more.

In Today’s Episode You Will Learn:

1.) How Jeff made his way into the world of VC from consulting over 18 years ago? How did his experience of the bubble influence Jeff's mindset and thinking?

2.) What did Jeff learn about building an optimal venture partnership with the transition from the 23 partner Atlas to the tight-knit Accomplice? Where does Jeff believe most venture partnerships go wrong today? What does Jeff believe is the right size partnership in venture? Why does Jeff believe that partners are there to save each other from themselves?

3.) How did Jeff's experience with Atlas effect his views on portfolio construction? Why does Jeff advocate for the model of raising $200m every 2.5 years for a pure seed strategy? How does Jeff think about building an effective reserve strategy? Why does Jeff not believe pro-rata should be guaranteed? Why does Jeff believe force ranking a portfolio is dangerous?

4.) Jeff believes the best VCs are able to manage 2 things, what are those 2 things? From his 18 years on boards, what does Jeff believe makes the truly special board member? Who is the best he has worked with and why? How does Jeff look to gain the balance of being both proactive to opportunities and reactive to inbound?

5.) Accomplice has recently made it's foray into the West Coast, what was the thinking behind that move? How does Accomplice think about establishing mindshare as a new entrant in a hotly contested environment? What does Jeff believe is the key to successful geographic expansion in venture?

Items Mentioned In Today’s Show:

Jeff’s Fave Book: Where The Wild Things Are 

Jeff’s Most Recent Investment: Perch

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

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

Are you told your standards are too high, well The League is the app that tells you to keep them that way, they know your time is valuable so simply tell them your preferences and they will handle the scouting and vetting for you. Plus even better, your profile will only ever be seen by people who match your preferences, matches expire after 21 days and so there are no drawn-out games and they even require LinkedIn to protect your privacy and block you from matching with co-workers and business connections. You can apply now by downloading The League on the app store or heading to The League.com

Zoom is the fastest-growing video and web conferencing service, providing one consistent enterprise experience that allows you to engage in an a variety of activities including video meetings and webinars, collaboration-enabled conference rooms, and persistent chat all in one platform. Plus, it is the easiest solution to manage, scale, and use, and has the most straightforward, affordable pricing. And you can see for yourself! Sign up for a free account (not a trial!). Just visit Zoom.us.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust Culture Amp. It enables leaders to make better decisions, demonstrate impact and turn your company culture into a competitive edge.  Find out more on cultureamp.com.

Aug 10, 2018

Armon Dadgar is the Founder & CTO @ Hashicorp, the open-source software company that provides consistent workflows to provision, secure, connect and run any infrastructure for any application. To date, Hashicorp has raised over $74m in VC funding from many friends of the show including Scott Raney @ Redpoint, Glenn Solomon @ GGV, Semil Shah, True Ventures and Mayfield. As for Armon, today he leads the Hashicorp research group and focused on industrial research in the security and large-scale system management space. Prior to founding Hashicorp, Armon was a software engineer @ Kiip and Amazon.

In Today’s Episode You Will Learn:

1.) How Armon made his way from intern at Amazon to founding Hashicorp and creating the game-changing suite of tools in the world of DevOps?

2.) Hashicorp has enjoyed success after success with new products, so what does Armon believe is the secret to continuous product innovation? What does Armon mean when he says "there are really 3 phases to product adoption"? How does Armon determine between vision for a product and the realism when it is not working, when launching products?

3.) Hashicorp only recently started generating revenue, why was now the right time? At what point does one go from building products for the community to building products people will pay for? How does Armon assess professional services today? What does Armon believe are the 2 foundational problems with "professional services"?

4.) Many VCs suggest it's impossible to build big infrastructure businesses today given the commoditizing forces to open source and cloud computing. How have Hashicorp navigated that and bucked that conventional wisdom? How has Armon also bucked the conventional wisdom on the importance of focus? What core tenets must remain if one wants to go against this emphasis on focus?

5.) Armon and his co-founder brought on a CEO early, what was the realisation moment for the need to bring in an external CEO? How did Armon look to get comfortable with this transition? What advice would Armon give to founders contemplating bringing in an external CEO? With the benefit of hindsight, what would Armon do differently if he had the time again?

Items Mentioned In Today’s Show:

Armon’s Fave Book: To The Lighthouse by Virginia Woolf

As always you can follow HarryThe Twenty Minute VC and Armon on Twitter here!

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

Are you told your standards are too high, well The League is the app that tells you to keep them that way, they know your time is valuable so simply tell them your preferences and they will handle the scouting and vetting for you. Plus even better, your profile will only ever be seen by people who match your preferences, matches expire after 21 days and so there are no drawn-out games and they even require LinkedIn to protect your privacy and block you from matching with co-workers and business connections. You can apply now by downloading The League on the app store or heading to The League.com

Zoom is the fastest-growing video and web conferencing service, providing one consistent enterprise experience that allows you to engage in an a variety of activities including video meetings and webinars, collaboration-enabled conference rooms, and persistent chat all in one platform. Plus, it is the easiest solution to manage, scale, and use, and has the most straightforward, affordable pricing. And you can see for yourself! Sign up for a free account (not a trial!). Just visit Zoom.us.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust Culture Amp. It enables leaders to make better decisions, demonstrate impact and turn your company culture into a competitive edge.  Find out more on cultureamp.com.

Jul 20, 2018

Fritz Lanman is the CEO @ ClassPass, the startup that provides the most flexible fitness membership ever. To date, they have raised over $154m in VC funding from the likes of Thrive, GV, CRV, Fifth Wall and Temasek just to name a few. As for Fritz, prior to ClassPass he was the Founder & CEO @ Livestar, a mobile recommendations startup that was acquired by Pinterest. Before that, he was a Senior Director in the Corporate Strategy Group @ Microsoft where he led several multi-billion dollar M&A evaluations and strategy projects including the Facebook investment and Yahoo deal. If that was not enough, Fritz is also a tremendously successful angel with a portfolio including the likes of Square, Pinterest, Wish, Flexport, Everlane and 75 or so more companies.

In Today’s Episode You Will Learn:

1.) How Fritz made his way into the world of startups with Microsoft? How that led to angel investments in Wish, Flexport, Square and more? How he came to be CEO @ ClassPass?

2.) How did the $250m Microsoft investment in Facebook come about? What made Fritz so confident he told Steve Ballmer he was willing to bet his career it would be a $10Bn company? What was the decision-making process internally around that deal?

3.) How does Fritz assess his own asset allocation strategy? Why does Fritz not agree with thesis-driven angel investing? When starting angel investing, how did he approach portfolio construction? Why does Fritz believe it is immensely synergistic to be both an operator and angel? As a result, how does Fritz approach placing investors in a quadrant between helpfulness and high maintenance?

4.) Why does Fritz believe that your investor cannot be your recruiter? What have been Fritz biggest learnings on continuously attracting the best talent? Why does Fritz believe that it is BS that one should not celebrate fundraising? Ultimately, what does Fritz elieve fundraising signifies?

5.) ClassPass has expanded to 34 markets over the last few years, how does Fritz determine when is the right time to pour fuel on the fire? What are the 2 fundamental questions one must ask before you do? Does Fritz believe that aggressive growth and capital efficiency are mutually exclusive? How does Fritz think about capital efficiency with ClassPass today?

Items Mentioned In Today’s Show:

Fritz’s Fave Book: Endurance: Shackleton's Incredible Voyage to the Antarctic

As always you can follow HarryThe Twenty Minute VC and Fritz on Twitter here!

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

The reality is that hiring amazing developers is hard. Terminal.io is your dedicated partner in rapidly standing up world-class remote technical teams. How do they deliver both speed and quality? Terminal does this by focusing on everything necessary to successfully source, setup, and support these teams – from physical elements like beautiful workspaces and equipment to ongoing resources like HR, payroll, legal, professional learning and development. But don’t take my word for this, take the word of Eventbrite, former 20VC guest Hims, and Dialpad – all customers and lovers of Terminal. You can find out more today at Terminal.io.

Whether you’re starting your own small business or getting serious about making your small business more efficient, you need to invite FreshBooks to the table. FreshBooks makes cloud accounting software that’s so ridiculously easy to use and you’ll quickly understand why over 10 million people use it to radically streamline how they deal with their admin and paperwork. Plus, FreshBooks can handle a lot more than accounting related tasks. Using FreshBooks is kind of like having your own admin assistant who’s got your back, 24/7. To claim your 30-day unrestricted free trial, click here enter Twenty Minute VC in the “how did you hear about us section”.

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Jul 17, 2018

Elad Gil is the Founder @ Color, the startup that shows you your genes can help you make better health decisions. They have raised over $112m in funding from the likes of General Catalyst, CRV, 8VC, Aaron Levie and more incredible names. Elad is also an incredible angel, counting the likes of Airbnb, Stripe, Optimizely, Opendoor and Wish all in his portfolio. Now Elad is adding a new string to his very talented bow with the release of his book, High Growth Handbook, published by Stripe in which Elad interviews 14 leaders from the valley from Marc Andreesen to Reid Hoffman to Patrick Collison. Plus shares his own experiences from Google, growing from 1,500 to 15,000 and Twitter, growing from 100 to 1,500. Not only is this the first book I have read voraciously from cover to cover in a long time but it is now outselling Zero To One and Lean Startup as pre-order.

In Today’s Episode You Will Learn:

1.) How Elad made his way into the world of startups, came to found 2 companies that sold to Twitter and Google and came to invest in Airbnb, Stripe, Wish etc?

2.) How does Elad define the role of the CEO today? What are the commonalities in those truly great CEOs? How do the very best CEOs hire the very best execs? How do they address role allocation internally? How do they determine between employees that do and do not scale with the firm? Where do CEOs make the most fatal mistakes in high growth startups?

3.) Why are pre-emptive rounds so common today? Why does Elad believe many people will lose a lot of money in them? What advice does Elad give to founders when they are an option? Does Elad believe the lack of liquidity is good for venture this cycle? How does Elad assess the emergence of megafunds? How does this alter and distort the market?

4.) With regards to market share, how should founders prioritise between pricing and market share? Is cash ever a defensible moat? What does Elad mean when he says that "too many people are stuck on Amazon as the winning model"? Why does Elad believe that margins and capital leverage are the unsung heroes of tech?

5.) Why does Elad believe we have seen such a reduction in M&A? Why do many founders not fully assess the financial benefits of being bought by a high growth startup?  What are the big questions founders should ask when an M&A opportunity does arise? What does Elad believe are the reasons to avoid IPOing? What are the inherent benefits of going public?

Items Mentioned In Today’s Show:

Elad’s Fave Book: Ben HorowitzAndy Grove

As always you can follow HarryThe Twenty Minute VC and Elad on Twitter here!

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

The reality is that hiring amazing developers is hard. Terminal.io is your dedicated partner in rapidly standing up world-class remote technical teams. How do they deliver both speed and quality? Terminal does this by focusing on everything necessary to successfully source, setup, and support these teams – from physical elements like beautiful workspaces and equipment to ongoing resources like HR, payroll, legal, professional learning and development. But don’t take my word for this, take the word of Eventbrite, former 20VC guest Hims, and Dialpad – all customers and lovers of Terminal. You can find out more today at Terminal.io.

Whether you’re starting your own small business or getting serious about making your small business more efficient, you need to invite FreshBooks to the table. FreshBooks makes cloud accounting software that’s so ridiculously easy to use and you’ll quickly understand why over 10 million people use it to radically streamline how they deal with their admin and paperwork. Plus, FreshBooks can handle a lot more than accounting related tasks. Using FreshBooks is kind of like having your own admin assistant who’s got your back, 24/7. To claim your 30-day unrestricted free trial, click here enter Twenty Minute VC in the “how did you hear about us section”.

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Jul 6, 2018

Joe Fernandez is the Founder & CEO @ JoyMode, the startup that allows you to lend everything you need to have the experiences you want. To date, Joe has raised over $16m in funding for Joymode from friends of the show including Homebrew, Slow Ventures, Founder Collective, Scott Belsky, Collaborative Fund and Lowercase, just to name a few. As for Joe, prior to founding JoyMode, Joe founded Klout, one of the leading social media analytics platforms of the day and raised $40m in funding from Kleiner Perkins, IVP, Venrock, Greycroft and more. Klout was ultimately acquired by Lithium Technologies where Joe sits on the board.

In Today’s Episode You Will Learn:

1.) How Joe made his way into the world of startups with the founding of Klout? Given his entrepreneurial start, would Joe say he is unemployable?

2.) Question from Craig Shapiro: What was your single greatest lesson from the Klout journey? How has that impacted how you operate JoyMode today? How has Joe approached fundraising fundamentally differently today than with Klout? How is Joe's team building strategy today different to his with Klout?

3.) Why does Joe believe that "serial entrepreneurs are over-rated"? What does Joe mean when he says, "you have to know which hill you are willing to die on"? How does Joe look to accurately ego check today? What innovative methods does Joe employ internally to ensure that his views are validated and not submitted to?

4.) What does Joe mean when he says, "you have to make big bets to win"? How can you implement this risk-taking mentality in larger teams? What is the right way for both the team and investor base to respond? How does Joe use continuous iteration and data-centricity to test and validate these theses?

5.) How does Joe approach investor update emails? Why does Joe look to terrify investors with each update? Does Joe believe that it is right to thanks specific individuals in those emails? Does like like to select individuals and request their help in the emails? How can past updates be used to attain future investors?

Items Mentioned In Today’s Show:

Joe’s Fave Book: The Accidental Superpower

As always you can follow HarryThe Twenty Minute VC and Joe on Twitter here!

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Warby Parker, Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Jul 2, 2018

Joel Monegro is Founding Partner @ Placeholder.VC, one of the new venture capital partnerships that invest solely in crypto assets and more specifically in decentralized information networks. Prior to founding Placeholder, Joel spent three years at Union Square Ventures developing the firm's blockchain investment thesis and portfolio. Before USV, Joel started the Digital Economy Department at the Ministry of Industry and Commerce of the Dominican Republic, a government office in charge of developing the country's national and technology agenda.

In Today’s Episode You Will Learn:

1.) How Joel made his way into the world of VC with USV and what created his love of crypto and led to his leaving USV to found Placeholder? What were some of Joel's biggest investing lessons from his time with USV?

2.) How does Joel approach portfolio construction in building out a crypto portfolio? How does the use of reserves and building positions change when comparing VC to crypto? Why does Joel believe that the most interesting place to invest in crypto is in the assets themselves, rather than the companies?

3.) When does Joel think we will see institutional capital begin to move into the space in a meaningful way? What needs to happen/change for this institutional interest to materialize? How is the element of "custody" crucial to the entrance of institutions?

4.) In terms of fund construction, liquidity is often an attractive element to crypto, why does Joel believe that a traditional venture fund structure is necessary for Placeholder? What are the benefits both to the fund and the projects it backs? How do LPs both traditional and non-traditional respond to this?

5.) Joel has said before the 2 core elements are crypto economics and governance, why does Josh believe this? Why is governance the foundational layer where value will accrue in the space? How does the lack of defensibility of crypto projects make governance ever more valuable?

Items Mentioned In Today’s Show:

Joel’s Fave Book: Antifragile by Nassim Taleb

Joel’s Most Recent Investment: Decred Investment Thesis

As always you can follow HarryThe Twenty Minute VC and Joel on Twitter here!

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Jun 25, 2018

Max Motschwiller is a Partner with Meritech Capital, one of the West Coast's leading growth investment firms with over $150Bn in IPOs and a portfolio that includes the likes of Facebook, Salesforce, Snap, Box, Mulesoft and Cloudera just to name a few. As for Max, prior to Meritech he spent 3 years with Kleiner Perkins (KPCB) where he was actively involved with investments in Dropcam (Nest/Google), Duolingo, MyFitnessPal (Under Armour), RelateIQ (Salesforce.com) and Stance. Before joining KPCB, Max worked for 3 years at Summit Partners and was actively involved across Summit’s technology portfolio.

In Today’s Episode You Will Learn:

1.) How did Max make his way into the world of VC with Summit and KP from University? What did that decision-making process look like for Max?

2.) As a career VC, would Max agree with Pat Grady @ Sequoia, "the rate of decay on operating experience has never been greater"? What would Max say are the biggest elements he missed through lack of operational experience? How do the skills required from early to pre-IPO change the type of background required?

3.) Max has said before, "to be a good VC you have to do 4 things well", what are those 4 things? Why does Max believe that picking is the greatest skill to develop? At growth, what does Max mean when he says "the picking is around price"? How do the very best VCs approach price sensitivity?

4.) Question from Rob Ward: Max has mastered network development from an early age, what advice would Max give with regards to developing a network? What did he do well and works? What did he try and did not do well? How does Max think about depth vs breadth of network? How does he apply this to investing and due diligence?

5.) In a time of Softbank and Sequoia's $7Bn fund, how does a firm like Meritech look to compete in such frothy environments? How has growth bifurcated into 2 clear stages? What are the advantages of being a small pure-play growth firm? How does the portfolio construction and return expectation change for you given the fund size and stage of investment?

Items Mentioned In Today’s Show:

Max’s Fave Book: Home Deus

Max’s Most Recent Investment: Amplitude

As always you can follow HarryThe Twenty Minute VC and Max on Twitter here!

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Jun 18, 2018

Hemant Taneja is Managing Director @ General Catalyst, one of the world's leading venture firms of the last decade with Airbnb, Stripe, Snapchat, Hubspot and Gusto all in their portfolio. As for Hemant, he has led investments at GC in Stripe, SNAP, Grammarly, Gusto, Livongo, Color Genomics, Class Dojo and more. He also directs the GC Stripe Platform Fund, a $10 million initiative to help start new ventures that are built on top of the Stripe Connect platform. On the educational front, Hemant holds 5 degrees from MIT and sits on the board of Khan Academy.

In Today’s Episode You Will Learn:

1.) How Hemant made his way from 5 degrees at MIT and wanting to be an academic to pursuing startups in the world of VC with General Catalyst?

2.) Question from Sam @ ClassDojo: What were the hardest elements of establishing GC on the West Coast? With hindsight today, what would Hemant do differently given the chance? How does Hemant think about the development and ability to accelerate the creation of local reputation? What is crucial and works most effectively?

3.) How does Hemant respond to Elad Gil's "everyone is looking for the next truly deep dein to explore"? Why is Hemant so bullish that we are in the "golden age of venture capital"? Why does Hemant believe that "scale" as a key measure has run it's course? What does Hemant's thesis of the future of "unscaling" really mean?

4.) How does Hemant analyse price sensitivity in todays forthy environment? How has his relationship to price changed over time? With regards to price, what have been some of his biggest regrets and learnings drawn from real-world examples? How does Hemant assess reserve allocation? Why does he think pro-rata is a lazy posture?

5.) Hemant has said on boards for over 1,800 hours, so what does Hemant belive makes the truly special board members? How does Hemant think about first building that rapport and "intimacy" with the founder? Secondly, how important does Hemant believe it is to build similar relations with other board members? Which founder exemplifies the best board management in Hemant's mind?

Items Mentioned In Today’s Show:

Hemant’s Fave Book: Home Deus

Hemant’s Most Recent Investment: Spring Discovery

As always you can follow HarryThe Twenty Minute VC and Hemant on Twitter here!

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust Culture Amp. It enables leaders to make better decisions, demonstrate impact and turn your company culture into a competitive edge.  So put your people and culture first and find out more on cultureamp.com.

Jun 11, 2018

Peter Parker is the Managing Partner @ BioInnovation Capital, the $130m fund transforming life science investing through backing companies based in shared laboratories in Cambridge, San Francisco, San Diego, Durham, and NYC. For the past three decades, Peter has devoted his life to venture and startups, starting in 1986 with his establishing Ampersand Ventures life sciences platform which he managed until 2006. During this period he was the first institutional capital and a Director to over 2 dozen life sciences startups and enjoyed more exits than I have done podcasts. He is also a co-founder of LabCentral, Inc, a not-for-profit shared facility for companies who need biolab space enables more than 75 companies to pursue their biotech start-up ambitions.

In Today’s Episode You Will Learn:

1.) How Peter made his way into what was a very different VC industry back in 1986?

2.) Peter has seen the venture ecosystem develop enormously over the last 30 years, what have been the biggest changes and transformations? What are both the most positive and negative changes to hit venture? How has specialization changed the investing game? What would Peter like to change about the world of VC today?

3.) What does Peter mean when he says the best VCs understand the importance of process? What is the right way to construct your process in VC? How does this affect Peter's thinking on functioning partnerships in venture? What can one do to optimise the quality of those relationships and conversations with partners?

4.) Peter has chaired over 25 boards over the last 32 years in VC, how has Peter seen his style of board membership fundamentally change over that time? What have been the inflection points in his learning? How do OKRs play a crucial role in how he drives board operations? How has Peter approached removing the CEO? What is the right way to do it?

5.) Peter's most recent fund is a $130m seed fund, how was the latest fundraise for Peter? What drives Peter's passion and enthusiasm for fundraising and LP communications? What makes the best LP meetings for Peter? How has Peter seen his presentation style to LPs change over time? What has Peter learned is crucial for LP conversion?

Items Mentioned In Today’s Show:

Peter’s Fave Book: The Barbarian: A Surfing Life

Peter’s Most Recent Investment: Graphwear

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

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Warby Parker, Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust Culture Amp. It enables leaders to make better decisions, demonstrate impact and turn your company culture into a competitive edge.  So put your people and culture first and find out more on cultureamp.com.

Jun 8, 2018

Paul English is the Co-Founder of both Lola and Kayak. Starting on Lola, the company brings joy to business travelers by finding the best flights for busy schedules and perfect hotels that suit personal preferences. To date, Paul has raised over $44m with Lola from the likes of CRV, Accel, General Catalyst and GV just to name a few. Prior to Lola, Paul co-founded Kayak, the incredible success story that helps millions of travelers make confident travel decisions. Prior to their IPO, Paul raised over $229m in VC funding from Sequoia, Accel, IVP and General Catalyst before their reported $1.8Bn acquisition by Priceline. Paul is also a prolific philanthropist and due to his success has had much press attention including the Tracy Kidder book, A Truck Full of Money.

In Today’s Episode You Will Learn:

1.) How Paul made his way into the world of startups from having his first taste of entrepreneurship buying and refurbishing air conditioning units?

2.) Paul is behind many groundbreaking ideas of the last decade, so what does the idea generation process look like for Paul? How does Paul determine between a good and a great idea? How has this process changed over time? How does Paul pull other individuals into validating ideas or not?

3.) Paul's VCs stated "Paul is the best founder in the world for hiring", how does Paul approach team building? What does Paul think is required to attract truly world calls talent? Can this skill be taught? Where does Paul believe so many founders go wrong in recruitment? What does Paul mean when he says you want to see "arrogant humility"

4.) Having raised from Sequoia, GV, General Catalyst and more, what has Paul found to really encapsulate the truly special VCs? What are Paul's lessons on raising the highest quality capital possible? When is the right time to optimize for valuation and when is it not? What made Mike Moritz and Joel Cutler so special to work with on Kayak?

5.) How does Paul approach the aspect of board management? How has this changed over time for him? What relationship should founders desire with their VCs and then between the VCs themselves? How does one look to optimise for efficiency in board conversations? How does Paul look to handle board disputes?

Items Mentioned In Today’s Show:

Paul’s Fave Book: The Trumpet of Conscience

As always you can follow HarryThe Twenty Minute VC and Paul on Twitter here!

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Warby Parker, Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust CultureAmp. So put your people and culture first and find out more on cultureamp.com.

Jun 4, 2018

Trae Vassallo is the Co-Founder and Managing Director @ Defy.VC, one of Silicon Valley's newest and most exciting Series A funds with the announcement of their debut $151m fund in Sept 2017. Prior to co-founding Defy, Trae was a general partner at Kleiner Perkins Caufield & Byers where she invested in a number of leading companies including eero, Nest Labs, Dropcam, Aggregate Knowledge, and Opower. Before Kleiner, Trae founded Kleiner portfolio company, Good Technology which was ultimately acquired by Blackberry in 2015 for $425m. Trae is also the co-author of the incredible study, “Elephant in the Valley”, highlighting the underlying data around the experiences of women in technology.

In Today’s Episode You Will Learn:

1.) How Trae made her way into the world of VC and Silicon Valley with a cold reach out to John Doerr and how that led to a role with Kleiner Perkins?

2.) What were Trae's biggest learnings from having John Doerr on her board, as a first-time founder? What were some of the most memorable moments working with him? What was it about him that made him such a special board member? What was the moment that Trae realized what type of board member she is?

3.) What does Trae mean when she says "Kleiner taught me what a great investment looks like"? How does that affect her investing philosophy today? How did Trae's investing learnings differ between John DoerrVinod Khosla, and Kevin Compton?

4.) Why does Trae believe that the venture industry is simply "overfunded"? If so, what was her reasoning for the founding of Defy? How does Trae see the expansion of multi-stage funds as presenting a market opportunity? Why are the larger players no longer incentivized to play at the Series A stage?

5.) How did Trae find the fundraising process? What were some of the core challenges in terms of the raise itself? Were there commonalities in the pushbacks that LPs had for Defy? How did Neil and Trae respond to the first time team question? How does Trae think about the infrastructure element of funds? Can it all be outsourced?

Items Mentioned In Today’s Show:

Trae’s Fave Book: Brotopia: Breaking Up the Boys' Club of Silicon Valley

Trae’s Most Recent Investment: Owl Car Cam: The First Security Camera For Your Car

As always you can follow HarryThe Twenty Minute VC and Trae on Twitter here!

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It’s the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it’s a high-quality experience with industry-leading audio powered by Dolby Voice. It’s so easy to use, that there’s no pin codes or app downloads. Just click a link in your browser, and you’re in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Warby Parker, Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust CultureAmp. So put your people and culture first and find out more on cultureamp.com.

Jun 1, 2018

Jack Groetzinger is the Founder & CEO @ SeatGeek, the world's largest ticket inventory on the web serving more than 500,000 artists and teams in over 380,000 venues. To date, Jack has raised over $160m in VC funding with SeatGeek from the likes of John Locke @ Accel, Founder Collective, TCV and most recently a $57m Series D led by Glynn Capital Management. Prior to SeatGeek, Jack founded Scribnia, a web app that used collaborative filtering to recommend bloggers and blog content, sold to an ad network in 2009. Jack is also a Founder Partner @ Founder Collective and angel investor in Troops, Inc.

In Today’s Episode You Will Learn:

1.) How Jack made his way into the world of startups and decided to reinvent the ticketing industry with SeatGeek?

2.) How does Jack think about the combination of technical vs commercial skills for founders today? Where has Jack struggled with this balance? What would his advice be to prospective founders? How does Jack use OKRs to drive efficiency at SeatGeek? How can OKRs be constructed the right way? What is a rate of failure that suggests you are being ambitious enough?

3.) Jack has raised multiple rounds and over $160m in funding, how have the rounds differed from round to round? How does what Jack wants from an investor differ with time? What one ability do truly unique board members have the ability to do? How does Jack think about board conflicts and the right way to communicate with boards?

4.) How does Jack determine when is the right time to raise big? What is the one core metric that says now is the right time? How does Jack think about both the diversification and mortality of customer acquisition channels? How have SeatGeek seen theirs fundamentally change over time?

5.) Jack led the $56m Toptix acquisition, how was the acquisition process for Jack? What were the big learnings for Jack in terms of buying something that is large? With the acquisition, how does Jack think about the balance between capital efficiency and aggressive growth? What would Jack have done differently with regards to their growth trajectory if he had his time again?

Items Mentioned In Today’s Show:

Jack’s Fave Book: Powerful: Building a Culture of Freedom and Responsibility

As always you can follow HarryThe Twenty Minute VC and Jack on Twitter here!

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It's the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it's a high-quality experience with industry-leading audio powered by Dolby Voice. It's so easy to use, that there's no pin codes or app downloads. Just click a link in your browser, and you're in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Warby Parker, Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust CultureAmp. So put your people and culture first and find out more on cultureamp.com.

May 29, 2018

Glenn Solomon is a Managing Partner @ GGV Capital, one of the world's leading venture funds with  $3.8Bn under management across 8 funds and a portfolio including the likes of Airbnb, Xiaomi, Alibaba, Slack, Square, the list goes on. As for Glenn, since joining GGV in 2005 Glenn has helped 7 companies go public including Pandora, Zendesk, Square, SuccessFactors and more and has led investments in Airbnb, Slack, Opendoor, DOMO and Hashicorp just to name a few. Prior to GGV, Glenn was a General Partner with Partech and before that spent time with Goldman Sachs. You must also check out Glenn's blog here.

In Today’s Episode You Will Learn:

1.) How Glenn made his way from tennis at Stanford to the walls of Goldman Sachs before entering the world of VC with Partech and then GGV?

2.) Having been in VC for over 20 years, how has Glenn fundamentally seen the startup and VC landscape alter? How did advice from John Doerr alter his thinking on platform shifts? Does Glenn agree with Elad Gil that we are all looking for the next vein of innovation to explore? How must VCs respond?

3.) How has Glenn seen the development of himself as an investor over the last 20 years? What has he found to be the commonalities amongst the very best VCs? How does Glenn think about the importance of investor specialisation?

4.) How does Glenn think about price sensitivity? When has Glenn made his biggest mistakes with regards to price? How does Glenn's opinions change with the differing insertion points from Series A to pre-IPO?

5.) What does Glenn believe makes the truly special board members? What does he mean when he says being on a board is a "full contact" sport? What are the foundational pillars that Glenn has learnt make the most productive and successful board meetings? What can both founders and VCs do to drive efficiency from their time in board meetings?

Items Mentioned In Today’s Show:

Glenn’s Fave Book: Shoe DogBorn A CrimeIrena's Children

Glenn’s Most Recent Investment: Unravel Data

As always you can follow HarryThe Twenty Minute VC and Glenn on Twitter here!

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

Highfive makes meetings better for thousands of organizations with insanely simple video conferencing designed for meeting rooms. It's the easiest-to-use solution, with all-in-one hardware and intuitive cloud software. Plus, it's a high-quality experience with industry-leading audio powered by Dolby Voice. It's so easy to use, that there's no pin codes or app downloads. Just click a link in your browser, and you're in the meeting. With customers in over 100 countries, Highfive is already trusted by the likes of Warby Parker, Evernote, Expensify, and Betterment and you can learn more by simply heading over to highfive.com.

Culture Amp is the platform that makes it easy to collect, understand and act on employee feedback. From onboarding surveys to company-wide engagement, individual effectiveness and more, the platform manages multiple sources of feedback and connects the dots for you and that is why companies like Slack, Nike, Oracle and Lyft all trust CultureAmp. So put your people and culture first and find out more on cultureamp.com.

May 25, 2018

Adrian Aoun is the Founder & CEO @ Forward, a health care system combining world-class doctors with advanced technology to empower patients to take control of their health. To date Adrian has raised funding from some of the true greats of the business including Marc Benioff, Eric Schmidt, Joe Lonsdale, Aaron Levie and Josh Kushner, to name a few. As a result of the incredible work at Forward, they were named to TIME’s Best Inventions of 2017. Before Forward, Adrian was the head of special projects for the CEO of Google/Alphabet and Adrian arrived at Google following the acquisition of his artificial intelligence (AI) company, Wavii. Adrian is also a prolific angel with the likes of WorkRamp, Atrium, Convoy and more in his incredible portfolio.

In Today’s Episode You Will Learn:

1.) How Adrian made his way from selling Wavii to running special projects for the CEO @ Google, to now changing the world of healthcare with Forward?

2.) Why does Adrian believe that ideas don't have to be inspiration based and you can follow a process to come to a startup idea? What is the framework for that process? What is it fundamental that one focuses on the problem not the solution? Post problem identification, what is the next step?

3.) Why does Adrian believe that today, the Lean Startup Methodology makes less and less sense? What leads Adrian to suggest that "regulation is not nearly as scary as people think? How does Adrian break regulation up into 3 different categories? How should investors assess and evaluate opportunities that do face regulation?

4.) What does Adrian believe are the core benefits he has received from investing in over 150 startups? What has Jason recognised with regards to the power law effect when investing? How does Adrian approach pro-rata? What has being on the other side of the table taught Adrian about good and bad actors in the world of VC?

5.) How can angels act as a check/balance on the behaviour of VCs? How does Adrian think about investor behavior in both the good and the bad times? How do the best in the business react in both situations?

Items Mentioned In Today’s Show:

Adrian's Fave Book: Sapiens

As always you can follow HarryThe Twenty Minute VC and Adrian on Twitter here!

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

We also speak about Movidiam – as brands turn to smarter ways of creating video and digital content, the Movidiam platform offers faster turnarounds whilst maintaining or improving quality. They’re already working with some of the biggest, most innovative companies to help compare teams and freelancers across the global curated network of creative talent. Producers and marketers looking for the best creatives can get a shortlist from Movidiam’s account managers in hours – tailored to their project’s needs. Submit a brief or check out the platform at Movidiam.com.

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