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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: September, 2017
Sep 29, 2017

Roger Dickey is the Founder & CEO @ Gigster, the smart development service combining top developers and designers with artificial intelligence. They have raised over $30m in funding from the likes of a16z, Redpoint, Marc Benioff, Ashton Kutcher, Michael Jordan and then previous guests Rick Marini and Felicis Ventures. Prior to Gigster, Roger founded Mafia Wars, where he built the business to $1Bn in revenues and 100m users. Roger is also a prolific angel investor and LP in venture funds with a portfolio including the likes of Docker, ClassDojo and Addepar, just to name a few. If that was not enough Roger is also an advisor to 8VC, Lemnos Labs and OpenDoor.

In Today’s Episode You Will Learn:

1.) How Roger made his way from founding Mafia Wars to changing the world of software development with Gigster?

2.) Roger has said before "if you dislike VCs, you have never worked with a good one". So what makes a truly great VC to Roger? What does Roger believe are the core components VCs can add to a company? How should founders view investors when investing in them?

3.) Following Roger's discussion with Mike Vernal, Partner @ Sequoia, why does Roger believe that the Series A is a hiring decision? How does this change how founders should think about the A round & present themselves throughout the round?

4.) Why does Roger think it is important for startup founders to invest in other startups? What benefits does this bring to you and your own company? How does Roger prioritize, time-wise between LP, GP and founder?

5.) When angel investing, Roger admits that he takes the "market first" approach. Why is this? How does Roger assess the element of market creation? How does Roger look to balance between founder first vs company first?

Items Mentioned In Today’s Show:

Roger’s Fave Book: On Intelligence

Roger’s Fave Blog: Elad Gil

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

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

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

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

Sep 27, 2017

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

In Today’s Episode You Will Learn:

1.) How Drew made his way from Joe Lonsdale's Chief of Staff to Founding Partner @ 8VC?

2.) Why does Drew believe the way we think of VC today will change? How does the extended period of privatization affect the role of the VC and their relationship to the founder vs the company?

3.) Why does Drew believe that funds make big mistakes in the internal setup of their operation? Why do funds not do a good job of developing talent? What are the problems of funds being internally competitive with deal by deal carry etc?

4.) As a Founding Partner of a $425m fund at 26, what were the challenges of having such a position, earlier than usual? How did Drew overcome them? What advice would Drew give to young people who want an accelerated career path?

5.) Why does Drew believe that "VCs have forgotten their job is to invest in entrepreneurs NOT technologists"? How does Drew determine whether someone has the ability to bridge both technologist and entrepreneur?

Items Mentioned In Today’s Show:

Drew’s Fave Book: Barbarians At The Gate, Fooled By Randomness

Drew’s Fave Blog: Dan Primack: Axios

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

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

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

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

Sep 25, 2017

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

In Today’s Episode You Will Learn:

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

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

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

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

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

Items Mentioned In Today’s Show:

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

Eric's Most Recent Investment: Confluent 

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

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

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

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

Sep 22, 2017

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

In Today’s Episode You Will Learn:

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

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

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

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

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

Items Mentioned In Today’s Show:

Mario’s Fave Book: Herr Lehmann

Mario’s Fave Blog: Spiegel

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

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

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

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

Sep 20, 2017

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

In Today’s Episode You Will Learn:

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

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

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

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

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

Items Mentioned In Today’s Show:

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

Jeremy’s Fave Blog: Dan Primack: Pro Rata

Jeremy’s Most Recent Investment: Marble

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

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

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

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

Sep 18, 2017

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

In Today’s Episode You Will Learn:

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

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

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

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

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

Items Mentioned In Today’s Show:

Mike’s Fave Book: Undaunted Courage 

Mike’s Fave Blog: The Information

Mike’s Most Recent Investment: Eero

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

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

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

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

Sep 15, 2017

Charlie Lee is the creator of Litecoin, the most popular alternative currency to Bitcoin, which Charlie created as a side project in 2011 while working at Google. Today Litecoin has a market cap of $3.29Bn. As well as creating Litecoin, Charlie is also the Director of Engineering @ Coinbase, working alongside recent 20VC guest and Coinbase founder, Brian Armstrong. Prior to this, Charlie held roles at Microsoft, Google and Guidewire.

In Today’s Episode You Will Learn:

1.) How Charlie made his way from Google to Coinbase to founding Litecoin in his free time? What were Charlie's biggest takeaways from being at Coinbase?

2.) What does Charlie believe is the biggest barrier to the world of cryptocurrency and BTC? What is the holy grail to securing this and the future of the space within mass consumer usage?

3.) How does Charlie think about the largest problem for crypto and BTC, scaling? Why does Charlie believe that Ethereum will have large problems scaling? How does Charlie assess the balance of centralization, scaling and transaction efficiency?

4.) Why is Charlie's biggest concern the current ICO market? Why does he believe it is the "wild west"? What happens to alternative currencies when the ICO market crashes? Who are the ultimate winners in the ICO markets?

5.) How does Charlie analyse the differing communities when comparing ETH to BTC to LTC? Does community serve as a core form of IP for currencies and their stability moving forward?

Items Mentioned In Today’s Show:

Charlie’s Fave Book: Game of Thrones

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

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

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

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

Sep 13, 2017

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

In Today’s Episode You Will Learn:

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

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

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

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

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

Items Mentioned In Today’s Show:

Kat’s Fave Book: Atlas Shrugged

Kat’s Fave Blog: AVC by Fred Wilson

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

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

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

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

Sep 11, 2017

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

In Today’s Episode You Will Learn:

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

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

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

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

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

Items Mentioned In Today’s Show:

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

Andy’s Fave Blog: Phish.netContinuationsRadio Free Mobile

Andy's Most Recent Investment: Flip

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

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

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

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

Sep 8, 2017

Wayne Chang is a serial entrepreneur and angel investor. His latest company, Crashlytics, was acquired by Twitter in a 9-figure acquisition, its largest acquisition at the time. 5 years later, Crashlytics was acquired again, this time by Google. Wayne is also a prolific angel investor with a portfolio that includes the likes of OpenDoor, SoFi, Gusto, JetSmarter and Planet Labs just to name a few. If that was not enough, Wayne is also a limited partner in several prominent funds including the likes of 137 Ventures, Baseline Ventures, and Boston Seed Capital.

In Today’s Episode You Will Learn:

1.) How did Wayne make his way into the world of founding tech companies and what was the founding story with Crashlytics?

2.) Why does Wayne believe that one of the first hires founders must make is a recruiter? What are the benefits of having this as a dedicated function so early? What must founders look for in these early recruiter hires?

3.) Why does Wayne believe that with regards to VC, you "must avoid the board room"? What is a better environment to interact and pitch? How can early stage startups look to stand out in the rather process driven pitching game?

4.) What is the optimal way for founders to be put in touch with VCs? Should founders speak to associates in the fundraising days? Why does Wayne believe the power of the warm intro is lopsided?

5.) How can founders look to create a sense of urgency within the VC community when raising and closing their round? How can founders look to create a sense of FOMO within the investor class they are pitching? Should they name other funds they are seeing?

Items Mentioned In Today’s Show:

Wayne’s Fave Book: Enders Game

Wayne’s Fave Blog: Hacker News

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

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

Pendo delivers the only complete platform that helps companies create great products. The Pendo Product Experience Platform enables product teams to understand product usage, collect user feedback, measure NPS, assist users, and promote new features in-app – all without requiring any engineering resources. This unique combination of capabilities helps companies improve customer satisfaction, reduce churn, and increase revenue. Pendo is the proven choice of Salesforce, Cisco, Optimizely Citrix, BMC and many more leading companies. Start a free trial at http://go.pendo.io/harry

Treehouse is an online school where you can learn how to build websites and apps. Their course library has thousands of hours of content, where you can learn all sorts of topics, including Javascript, iOS, Android and more.  With high-quality video instruction from real industry experts teaching you all you need to know, and quizzes and code challenges keep you engaged and on track. Learn on your own schedule and go from beginner to pro. Go to teamtreehouse.com to start your free trial.

Sep 6, 2017

Jon Callaghan is a founder of True Ventures, one of the West Coast's leading early stage funds with a portfolio including the likes of Fitbit, recent unicorn Peloton, Automattic (makers of Wordpress) and more amazing companies. Jon also led the deals and sits on the board of Fitbit, Brightroll, Peloton and Glu Mobile, just to name a few. Prior to True, Jon founded 3 of his own companies, the first being in 1986 with Mountain Bike Outfitters Inc. Following several years founding companies, Jon made his move into VC with Summit Partners and then enjoyed roles with AOL's venture incubator, CMGi's Venture group and Globespan Capital.

In Today’s Episode You Will Learn:

1.) How Jon made his first forays into the world of VC and came to co-found True with Phil Black?

2.) How does Jon look to straddle the divide of "founder/VC"? Why does Jon believe it is crucial to have an entrepreneurial mindset as an investor?

3.) Why does Jon believe VCs biggest bias is loss aversion? Why does Jon always believe that the role of the VC is to maximise risk? What 1 thing must all prospective investors get good at very quickly?

4.) How does Jon view reserve allocation? True invest -1% per deal in each company, how do they look to efficiently deploy reserves? What must the communication be between founder and VC with regards to attaining follow on funding?

5.) Why does Jon believe that current board meetings do not serve startup founders? What are the characteristics of the best board members and how they conduct themselves? What is the single biggest problem boards bring to founders?

Items Mentioned In Today’s Show:

Jon’s Fave Book: Moby Dick

Jon’s Fave Blog: Dave Pell: NextDraft

Jon’s Most Recent Investment: Brava

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

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

Pendo delivers the only complete platform that helps companies create great products. The Pendo Product Experience Platform enables product teams to understand product usage, collect user feedback, measure NPS, assist users, and promote new features in-app – all without requiring any engineering resources. This unique combination of capabilities helps companies improve customer satisfaction, reduce churn, and increase revenue. Pendo is the proven choice of Salesforce, Cisco, Optimizely Citrix, BMC and many more leading companies. Start a free trial at http://go.pendo.io/harry

Treehouse is an online school where you can learn how to build websites and apps. Their course library has thousands of hours of content, where you can learn all sorts of topics, including Javascript, iOS, Android and more.  With high-quality video instruction from real industry experts teaching you all you need to know, and quizzes and code challenges keep you engaged and on track. Learn on your own schedule and go from beginner to pro. Go to teamtreehouse.com to start your free trial.

Sep 4, 2017

Phil Black is a founder of True Ventures, one of the West Coast's leading early stage funds with a portfolio including the likes of Fitbit, recent unicorn Peloton, Automattic (makers of Wordpress) and more amazing companies. Prior to True, Phil learnt the craft of venture at Summit Partners and at the predecessor firm to Lightspeed Venture Partners. However, it was in 2003 that Phil co-founded a small angel fund, Blacksmith Capital with the mission to prove his thesis that great founders of early stage technology companies can and often prefer to start their businesses and get a lot of traction with $2.5 million or less of initial funding.

In Today’s Episode You Will Learn:

1.) How Phil made is first forays into the world of VC and his big learnings in the early days of cutting his teeth in the industry?

2.) What were the big takeaways for Phil from experiencing the massive dot com boom days to experiencing the very lowest of funding environments? How did that affect his investment mindset? How does that affect his view of startup raising?

3.) What does Phil consider the 4 major risk categories for startups? What combination of risk categories mean a successful outcome is more possible? Which combination mean that Phil would likely not invest in the company?

4.) How should startups determine the "right" amount to raise for? How does Phil assess optimising runway and evaluating burn? What does Phil make of the hailed "bridge round"? WHy does Phil believe lean is always best?

5.) With considerable funds AUM how does sharing in sub $2.5m rounds provide sufficient levels of ownership to ake fund returns? What is True's required level of ownership? How does Phil assess reserve allocation and pro rata rights?

Items Mentioned In Today’s Show:

Phil’s Fave Blog: Om MalikDan Primack: Axios

Phil’s Most Recent Investment: Orecco

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

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

Pendo delivers the only complete platform that helps companies create great products. The Pendo Product Experience Platform enables product teams to understand product usage, collect user feedback, measure NPS, assist users, and promote new features in-app – all without requiring any engineering resources. This unique combination of capabilities helps companies improve customer satisfaction, reduce churn, and increase revenue. Pendo is the proven choice of Salesforce, Cisco, Optimizely Citrix, BMC and many more leading companies. Start a free trial at http://go.pendo.io/harry

Treehouse is an online school where you can learn how to build websites and apps. Their course library has thousands of hours of content, where you can learn all sorts of topics, including Javascript, iOS, Android and more.  With high-quality video instruction from real industry experts teaching you all you need to know, and quizzes and code challenges keep you engaged and on track. Learn on your own schedule and go from beginner to pro. Go to teamtreehouse.com to start your free trial.

Sep 1, 2017

Tim Harris is the Founder & CEO @ Swift Navigation, the startup focused on building a world-class organization that will power the next generation of GPS-enabled robots and autonomous vehicles. They have raised over $45m in VC funding from some of our favourites including the likes of First Round, Felicis, Lemnos Labs and NEA. As for Tim, prior to Swift Tim held numerous roles from supply chain consulting to corporate finance encapsulating strategic partnerships and M&A.

In Today’s Episode You Will Learn:

1.) How Tim made his way from supply chain consulting to providing navigation for an automated future with Swift?

2.) Why does Tim believe that Silicon Valley is no longer optimised for deep tech creation and investing? Why does Tim believe we have seen the transition in Silicon Valley from technology innovation to business model innovation? Is this a problem?

3.) Tim has said before "there is a big lie to Silicon Valley", what is that lie? How does Tim assess unit economics with regards to deep tech businesses? How does he look to evaluate the viability of a deep tech business model? What are the core components?

4.) From the VC perspective, does Tim believe deep tech is an attractive investment opportunity for the current investor class? How does Tim respond to the longer exit cycles and higher capital intensity of deep tech? Does this create inherently frothy environments for valuations given the dilutive element?

5.) How does Tim view the working together of incumbents and deep tech startups? Is this an environment of consolidation, partnership or over arching disruption? What are the core questions founders must ask when considering a partnership?

Items Mentioned In Today’s Show:

Tim’s Fave Book: Meditations by Marcus Aurelius

Tim’s Fave Blog: First Round Review

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

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

Pendo delivers the only complete platform that helps companies create great products. The Pendo Product Experience Platform enables product teams to understand product usage, collect user feedback, measure NPS, assist users, and promote new features in-app – all without requiring any engineering resources. This unique combination of capabilities helps companies improve customer satisfaction, reduce churn, and increase revenue. Pendo is the proven choice of Salesforce, Cisco, Optimizely Citrix, BMC and many more leading companies. Start a free trial at http://go.pendo.io/harry

Treehouse is an online school where you can learn how to build websites and apps. Their course library has thousands of hours of content, where you can learn all sorts of topics, including Javascript, iOS, Android and more.  With high-quality video instruction from real industry experts teaching you all you need to know, and quizzes and code challenges keep you engaged and on track. Learn on your own schedule and go from beginner to pro. Go to teamtreehouse.com to start your free trial.

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