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

Jeff Morris Jr is the Founder of Chapter One, an early stage seed fund investing in blockchain assets, mobile and subscription businesses. Chapter One's Portfolio includes the likes of Lyft, Brandable, Crypto Kitties and many more incredible companies. However, Jeff is unique as Chapter One is only one of his hats, Jeff is also the Director of Product & Revenue @ Tinder and when asked to lead the revenue team they were ranked #17 in the app store. Within a year, under Jeff's leadership, Tinder became the #1 top grossing app in the world. In Today’s Episode You Will Learn: 1.) How Jeff made his way into the world of startups and angel investing, how that lead to his role as Director of Product and Revenue @ Tinder and a leading early-stage investor with Chapter One? 2.) Jeff has previously said, "apply an investor mindset to every product decision I make". What are the foundational questions involved? What are the inherent challenges of being so deep in product and investing simultaneously? What does Jeff think of VCs giving product advice to founders? What should the founders look for? What advice does Jeff give to the common question of "how do I get into investing and VC"? 3.) Why does Jeff disagree with the platform shift and the downturn in consumer mobile? What core innovations will drive the next wave of consumer mobile? Valuations in the space are often lofty, how does Jeff think about price and evaluate his own price sensitivity? How does Jeff think about scalable customer acquisition today in a world where incumbents dominate and price up the traditional channels? 4.) Jeff has said before that "investors treat crypto teams as if they are superhuman", what makes Jeff think this? How do their interactions differ than towards non-crypto teams? Why are lofty expectations dangerous for valuations? How does that put undue pressure on employees? Why are lofty expectations dangerous for product development? How do they affect the product roadmap negatively? 5.) How does Jeff approach the diligence aspect when it comes to investing? What have been some of his major lessons from making over 35 investments on the right diligence framework? How do shortened fundraising cycles negatively affect investor diligence processes? What can founders and investors do under these constrained time frames? 6.) Having worked with some of the greats from Doug Leone to Bill Gurley, what are some of the common traits in how the very best investors engage with founders? What were Jeff's personal learnings from seeing these greats in action? How did it change the way Jeff thinks about founder interaction and engagement? Items Mentioned In Today’s Show: Jeff’s Fave Book: The Catcher In The Rye, Googled Jeff’s Most Recent Investment: Radar Relay As always you can follow Harry, The Twenty Minute VC and Jeff on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Leo Polovets is a General Partner @ Susa Ventures, one of the valley's leading early-stage seed funds with a portfolio including the likes of Flexport, Robinhood, Lendup, Qadium, Rigetti, the list goes on. As for Leo, prior to joining the world of VC, he started his career as the second non-founding engineer at LinkedIn. After two years at LinkedIn, Leo spent 3 years at Google, largely working on real-time payment fraud detection. Finally, his last stop pre-Susa involved spending 4 years at Factual, a location data platform. In Today’s Episode You Will Learn: 1.) How Leo made his way into the world of VC from being the 2nd non-founding engineer at LinkedIn? 2.) Why does Leo believe that the hailed "warm intro" is actually dumb? What are the biggest drawbacks to this being commonplace in our ecosystem? What does Leo believe the mindset of investors should be instead? How does Leo filter through cold inbound? What are the 4 elements Leo looks for in all inbound? What can founders do to really make them stand out? 3.) Leo has previously heavily emphasised the importance of moats, how does Leo define moats and defensibility? When do founders have to think about moat building? Pre-product? Pre-launch? Pre-scaling? What questions suggest that a founders mindset is heavily oriented to moat building? With the majority of incumbents being usurped by platform shifts, does that not render moats significantly futile in the long term? 4.) What does Leo believe is the right way for investors to pass on an opportunity and communicate that to founders? What is wrong with the current way many do it? How does Leo present his opinion without getting into an argument with the founder on reasoning? What feedback has Leo been given from founders that has changed the way he thinks about being an investor? 5.) Controversial capitals Round: Ownerships is built on first check? Agree or disagree and why? Whether it is a $6m, $8m or $12m, if it is at seed, it is so early that price really does not matter so much? Agree or disagree and why? There is no point VCs spending their time with struggling companies in the portfolio. At best they return cents on the dollar. Only work with the outperformers to drive returns. Agree or disagree and why? Items Mentioned In Today’s Show: Leo’s Fave Book: Elad Gil's High Growth Handbook Leo’s Most Recent Investment: Interviewing.io As always you can follow Harry, The Twenty Minute VC and Leo on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.  

Ooshma Garg is the Founder & CEO @ Gobble, the startup that allows you to cook a fresh homemade dinner in just 15 minutes. To date, Ooshma has raised over $30m in funding for Gobble from some of the best in the business including Initialized Capital, Keith Rabois, Reid Hoffman, Founder Collective, Felicis, Andreesen Horowitz and Thrive just to name a few. As for Ooshma, prior to founding Gobble she founded Anapata, an online site that matches students looking for jobs with potential employers. The company was ultimately acquired by LawWerx. In Today’s Episode You Will Learn: 1.) How Ooshma made her way from Wall St to changing the way America eats with Gobble today? 2.) Everyone has an opinion on the food delivery space with the public nature of Blue Apron, what does Ooshma mean when she says "small and mighty beats loud and weak"? Why did Ooshma not take the path of other competitors in the space of racing big and running fast? What is Ooshma's advice to founders on dilution and raise amounts? 3.) Would Ooshma agree with Alex @ LSVP that marketing portfolios are like venture portfolios, diversified and then double down? Would Ooshma agree with the concern around unfeasible CACs due to incumbents bidding them up on major platforms? Where does Ooshma see blue ocean when it comes to marketing channel success? 4.) What does Ooshma mean when she says "success is survival"? Why is capital efficiency even more important in online/offline businesses? What are some of Ooshma's examples of her "wartime approach" to capital efficiency? How does Ooshma explain this more sustainable growth to the growth-hungry VC community? Who is to blame for the insatiable desire for unreasonable growth; the founders or the VCs? 5.) Ooshma has raised over $30m with Gobble, analysing herself in fundraising, what does Ooshma believe she did particularly well during the raise and advise other founders to do? What elements would she like to improve upon for the next round? What is the story behind how Ooshma sprinted down the 101 to get Keith Rabois as an angel? Items Mentioned In Today’s Show: Ooshma’s Fave Book: The Wind-Up Bird Chronicle  As always you can follow Harry, The Twenty Minute VC and Ooshma on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Avidan Ross is the Founding Partner @ Root Ventures, one of Silicon Valley's most exciting newer generation of funds dedicated to backing bold engineers at seed. To date they have backed some incredible companies such as Nautilus Labs, Dusty Robotics, Tortuga AgTech and Instrumental.ai just to name a few. Prior to founding Root, Avidan was CTO at The CIM Group, with an aggregate of $15Bn AUM, Avidan was responsible for establishing the company’s technical vision and leading all aspects of the company's technology investment. Before that, he built algorithmic trading platforms as Director of Technology at WHW Capital.  In Today’s Episode You Will Learn: 1.) How Avidan went from building algorithmic trading platforms to back the next generation of revolutionary engineers with Root? 2.) What does Avidan mean when he says "the peace dividends of the autonomous car wars will generate more value outside of transportation?" How does the commoditisation of these core components affect subsequent industries? With their commoditisation, does it not become a raise to the bottom on price and margin? 3.) How does Avidan approach the layering on new software products to emerging hardware devices? What does this mean for the margin required both for the hardware and the software? How does Avidan's investor mentality alter when investing in hardware vs software? 4.) Why does Avidan believe "old and boring industries are the most exciting to build software in?" How does Avidan approach the common problem of customer education and selling to a customer base that does not want to talk to you and does not believe in your product? What do founders selling in these industries need to focus on to break through? 5.) How does Avidan assess the current landscape in terms of the quality and quantity of engineer CEOs? Why does Avidan believe the MBA CEO will be replaced by engineers? How has Avidan seen a variance in the background in the entrepreneurs innovating in "old and boring" industries? Items Mentioned In Today’s Show: Avidan’s Fave Book: Drive by Daniel Pink Avidan’s Most Recent Investment: Dusty Robotics As always you can follow Harry, The Twenty Minute VC and Avidan on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Ryan Caldbeck is the Founder & CEO @ CircleUp, the startup creating a transparent and efficient market to drive innovation for consumer brands. To date, Ryan has raised over $50m with CircleUp from some friends and prior guests of the show including USV, Collaborative Fund and Canaan Partners just to name a few. Prior to CircleUp, Ryan spent nearly 7 years investing in consumer products with the likes of TSG Consumer Partners and Encore Consumer Capital. As a result of Ryan's success with CircleUp he has been recognised as a "Titan of Retail" by Bloomberg and "40 Under 40" by the San Francisco Business Times. In Today’s Episode You Will Learn: 1.) How Ryan made his way into the world of consumer investing and what the realisation moment was for him that the market needed a solution, CircleUp? 2.) Why does Ryan believe that venture capital has a fundamental problem? What is it about the economics of funds that Ryan has a problem with? Who is to blame for this situation; the LPs who fund it or the AUM hungry VCs? Why does Ryan believe the majority of micro VCs are micro as that is all they could raise? Is that really fair or true? 3.) Why does Ryan fundamentally believe the LP ecosystem and mechanism for backing funds is inherently broken? What is so wrong with current LP incentives? What does Ryan believe can be done to encourage more risk-taking and innovation from within the LP class? 4.) Recognising the antiquated nature of much of VC, what does Ryan believe the future of VC looks like? How will we see the use of data impact both sourcing and investment decision-making? Where does Ryan believe it has the most potential? Where is data so sparse that it will be challenging? How does Ryan believe the best managers of the future will use data? 5.) Consumer brands and DNVBs are riding high today, does Ryan believe we are in a consumer bubble? What does Ryan believe is so wrong about how the majority of the current crop of VCs analyse consumer businesses? How should they be analysed? Why does Ryan believe consumer exits will be smaller? Is it fair to say consumer is more capital intensive and largely sells for 1.6-1.8 EBITDA? Items Mentioned In Today’s Show: Ryan’s Fave Book: The Hard Thing About Hard Things As always you can follow Harry, The Twenty Minute VC and Ryan on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Ron Bouganim is the Founding Partner @ Govtech Fund, the first-ever venture capital fund dedicated to government technology startups. To date, he has backed some incredible category leaders including mark43, Neighbourly, MindMixer and SeamlessDocs just to name a few. Prior to GovTech, he was Accelerator Director @ Code for America and was an active angel investor and advisor working with more than twenty startups including ShareThrough, HelloSign, PagerDuty, and Close.io. In Today’s Episode You Will Learn: 1.) How Ron made his way into the world of technology and startups and became angel investing? How that led to the founding of Govtech and the belief in the space today? 2.) There is the notion that there many challenges to investing in Govtech and scaling companies in the space, how does Ron respond to the suggestion the sales cycles when selling to government are too long for startups to navigate successfully? How does Ron respond to the suggestion that the growth rates in the space are to low for venture returns? How does Ron respond to the suggestion that founders in the space are inherently older as only they have experienced the problems of government tech? 3.) Why does Ron believe that a vertically focused fund is the right strategy is creating a massively outperforming fund? How does Ron respond to the possibility of missing moonshots in alternate categories? What does Ron most look for in the co-investors that he invests with? What do they bring to the table? 4.) What does Ron believe are the 2 fundamental roles of a seed investor today? How does that differ from previous generations of seed funds? Why does Ron believe that fundraising and hiring help is now merely table stakes? What else can seed investors do to meaningfully move the needle for their portfolio? 5.) Why does Ron advocate for a highly concentrated portfolio? How does Ron respond to LP concerns around a lack of diversification? Does Ron believe that you can grow ownership of your best companies over subsequent rounds? What is the sign of success for Ron when the founder comes back for re-financing? Items Mentioned In Today’s Show: Ron’s Fave Book: Leonardo Da Vinci by Walter Isaacson Ron’s Most Recent Investment: Sema: Automated Code Maintenance As always you can follow Harry, The Twenty Minute VC and Ron on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Phil Libin is the Co-Founder & CEO @ All Turtles, the startup that believes they have a better way to make technology products, placing products first and companies later. Today they are building AI products in San Francisco, Paris and Tokyo. As for Phil, prior to All Turtles he was a Managing Director @ General Catalyst. Before that he spent 23 years founding different companies including founding Evernote, taking it from idea generation to productivity powerhouse raising over $160m in VC funding in the process, from some of the very best including Sequoia Capital. Phil is also an extremely successful angel with a portfolio including Gusto, TellApart and Binary Thumb just to name a few. In Today’s Episode You Will Learn: 1.) How Phil made his way into the world of tech startups many years ago, how that led to his entering VC with General Catalyst and to now, founding All Turtles? 2.) How does Phil assess the state of Silicon Valley today? Why does Phil believe that Silicon Valley has been becoming increasingly redundant over the last 20 years? Why does Phil argue that the VC Silicon Valley model has been primarily effective at serving it's own needs? What needs to occur for this to change? 3.) Why does Phil argue that the balance of power between startups and incumbents is shifting for 5 core reasons? Why does Phil believe that the data incumbency argument with AI startups is largely overstated and a fear tactic? How does Phil believe people's attitude toward working for incumbents has been shifting over the last few years? 4.) Why does Phil believe that the concept of a "company" is fundamentally outdated? What is so broken about this model? What does Phil believe will be the model of the future for the world's best product creators? Why does the idea of a generalist VC in this model largely not make logical sense to Phil? What does Phil believe the future of VC is? 5.) Why does Phil believe that his time in VC has made him a better CEO than even his time in operations? What have been his core learnings? How has his operating mindset fundamentally shifted? Why does Phil argue the core role of the CEO is not management upscaling? Why does Phil argue it is wrong to assume the only mindset is growth? Items Mentioned In Today’s Show: Phil’s Fave Book: Clock of The Long Now As always you can follow Harry, The Twenty Minute VC and Phil on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Linda Xie is a Co-Founder & Managing Director @ Scalar Capital, one of the leading crypto asset funds to have been born over the last few years with Linda becoming one of the most prominent figures in the space. Prior to co-founding Scalar, Linda was a product manager at Coinbase where she worked with regulators and law enforcement. Before Coinbase, she was a portfolio risk analyst at AIG. If that was not enough, Linda is also an advisor to 0x, the critical infrastructure layer in the emerging financial stack built on a foundation of Ethereum token standards. In Today’s Episode You Will Learn: 1.) How Linda made her move into the world of crypto joining Coinbase back in 2014 and how that led to her founding of Scalar? What were her biggest takeaways from seeing the first-hand scaling of Coinbase? 2.) What is a privacy coin and why does it matter? What are some of the dominant legitimate uses for privacy coins? From ZCash to Monero to Dash, there are many players in the space, what are some of the core benefits and tradeoffs of each platform? What is the fundamental problem with privacy coins today? 3.) What is a decentralised exchange, why does Linda believe it is inherently important? How does Linda assess the current exchange environment today? Where does she see it moving over the coming years? What have been some of Linda's biggest learnings advising 0x?  Given the mission and ethos of crypto, does Linda believe that centralised exchanges fundamentally go against the core ethos of the space? 4.) How does Linda perceive the state of ethereum today? What are some of the core challenges facing ethereum today? How does ethereum compare to alternative smart contract platforms? What is their differentiation? Will we see a winner take all/most market within smart contract platforms? Will we see smart contract platforms be regionally fragmented? 5.) How does Linda address the fundamental challenge of valuing tokens today? What has been her preferred model in doing this to date? How does Linda assess the mega raises we have seen over the last year? How does Linda think about preventing projects from raising huge rounds just to stay in step with the mega raises of their competitors? Items Mentioned In Today’s Show: Linda’s Fave Book: Sapiens: A Brief History of Humankind Linda’s Most Recent Investment: Kadena As always you can follow Harry, The Twenty Minute VC and Linda on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Dennis Mortensen is the Founder & CEO @ X.ai, the startup that realises scheduling sucks and provides ridiculously efficient AI software that solves the hassle of meeting scheduling. To date, Dennis has raised over $44m in VC funding from the likes of Firstmark, IA Ventures, Lerer Hippeau, DCM and more fantastic names. As for Dennis, he is an expert in leveraging data to solve enterprise use cases and prior to X.ai he was the Founder & CEO of 3 companies, 2 of which were acquired and one which went bust or as he describes a rather expensive MBA. Dennis is also the author of Data Driven Insights, on collecting and analyzing digital data. In Today’s Episode You Will Learn: 1.) How Dennis made his way from Copenhagen to New York, the world of startups and came to found one of the hottest AI companies of our day in X.ai? 2.) What were Dennis' biggest lessons from enjoying 3 successful exits prior to X.ai? What were Dennis' learnings from his one failed startup? What would he do differently if he were to start another company? How does Dennis navigate the balance of between pursuing a vision and miss vs when something is just not working? 3.) Does Dennis believe that there really is such a thing as an AI first company? What is the right mentality to approach a company solving a problem through AI with? How does Dennis view the standardisation of AI tools today (Tensor Flow, libraries etc etc)? Does this remove barriers and defensibility for AI companies? What is the key to success for all AI companies? 4.) What does a truly differentiated data acquisition strategy look like? How can one determine the different utility value between different sizes of data? At what point does Dennis believe utility value of data diminishes due to the sheer size of existing data? 5.) Does Dennis believe that conversational UI is truly a paradigm shift in the way we interact with our devices or an iterative improvement? What have been some of the biggest lessons for Dennis in designing conversational UI products? What have been some of the fundamental challenges? Items Mentioned In Today’s Show: Dennis’ Fave Book: The Narrow Road: A Brief Guide to the Getting of Money, Shoe Dog: A Memoir by the Creator of NIKE, Mike Tyson: Undisputed Truth As always you can follow Harry, The Twenty Minute VC and Dennis on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.  

Phin Barnes is a Partner @ First Round Capital, one of the most prestigious and successful early-stage funds of the last decade with a portfolio including the likes of Uber, Square, Warby Parker, HotelTonight, GOAT, PatientPing, Atrium and more incredible companies. As for Phin, in his own words, he learned the business of startups helping grow AND1 from $15M to $225M in revenue as Creative Director for Footwear, and started his own fitness video-game company, producing Yourself!Fitness, the first game of its kind for Xbox and PlayStation 2 where he built partnerships with the likes of Procter & Gamble and McDonald’s. Phin also writes the most fantastic blog, sneakerheadVC, that really is a must read. In Today’s Episode You Will Learn: 1.) How Phin came to be a Partner @ First Round by working for free, with no plans to be a Partner? 2.) What were Phin's biggest lessons from learning from and observing Josh Kopelman? How does Phin define true success as a VC today? Why is the model of determining success according to returns fundamentally flawed? How does Phin approach the need for VCs to be both curious and competitive? What is the nuance there? 3.) Why does Phin believe that the commonly discussed "pattern recognition" is another term for intellectual laziness? What does Phin do to prevent his forming assumptions on the founders he meets? Why does Phin fundamentally disagree with the common VC habit of looking for weaknesses in founders? 4.) Does Phin agree that we have an oversupply of capital in market today? How does Phin determine when a stretch on price is a stretch too far? Why does Phin think that more emphasis should be placed on the business model that VCs have? What does Phin mean when he says that he is on the "sell side"? 5.) What does Phin mean when he says that "VCs should focus on a founders ability to optimise for learning per dollar spent"? Is cash ever a defensible moat in it's own right? What does Phin believe is the right way for founders to use capital as a weapon? 6.) How does Phin and First Round think about the right way to allocate reserves effectively? What does that look like in reality? What does the decision-making process look like on re-investments? Why does Phin believe that the framework of "pro-rata is largely lazy? Items Mentioned In Today’s Show: Phin’s Fave Book: Writing Down the Bones: Freeing the Writer Within, Boyd: The Fighter Pilot Who Changed the Art of War Phin’s Most Recent Investment: Ubiquity6 As always you can follow Harry, The Twenty Minute VC and Phin on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.