Matt Turck is Managing Director of FirstMark Capital where he invests across a broad range of early-stage enterprise and consumer startups. Prior to FirstMark, he was a Managing Director at Bloomberg Ventures, the investment and incubation arm of Bloomberg LP. Previously, Matt was the co-founder of TripleHop Technologies, a venture-backed enterprise search software startup that was acquired by Oracle. Matt organizes two large monthly events, Data Driven NYC (focuses on Big Data and AI) and Hardwired NYC(focuses on IOT, AR/VR, drones). At Firstmark, Matt has made investments in the likes of Sketchfab, Sense 360 and the much loved X.ai with Amy Ingram as your personal secretary.
1.) How did Matt make his way into the world of VC?
2.) What does big data really mean? With the cool kids in the data world moving on to obsessing over AI, is big data still a ‘thing’ in 2016?
3.) Why is now the time for big data? What has enabled big data to have sudden mass utility across a variety of applications?
4.) How does Matt view the integration of big data and AI? Is AI helping big data deliver it’s promise?
5.) How can we combat the incumbency advantage of large companies owning the majority of datasets? How can startups access similar datasets?
Items Mentioned In Today’s Episode:
Matt’s Fave Blog: AVC, Chris Dixon, Brad Feld, Wait But Why
Matt’s Most Recent Investment: Hyperscience
1.) How did Jessica come to found The Information following The Wall Street Journal?
2.) Marc Andreesen: 'print journalism is converging in quality and technique with blogs and Wikipedia'. Does Jessica agree with this? Has revisability has led to a lower quality initial publication?
3.) How does Jessica view the competitive landscape for journalism today? Who are competitors and what would Jessica say is complimentary to The Information??
4.) We have seen the decentralization away from the central forms of authority in journalism. What effect has this decentralization had on distribution? Competition? Market size?
5.) What is the monetisation strategy for The Information? Why choose that strategy over the more prevalent others such as advertising?
Items Mentioned In Today’s Episode:
Jessica’s Fave Book: Ben Bradlee: A Good Life
Jessica’s Fave Blog: Doug Young
Sam Lessin is a Partner at Slow Ventures who have made investments in the likes of Facebook, Twitter, Mattermark, AngelList,Dropbox and many more. On top of this, Sam is also the Founder and Co-CEO at Fin, which is basically like Siri Echo or Google now except it actually works, truly a phenomenal product. Prior to Fin and Slow, Sam was VP of Product Management at Facebook following the acquisition of his company, Drop.io by Facebook in 2010. Sam is also an intern at The Information where he reports directly to the boss Jessica Lessin!
1.) How did Sam come to found Fin and what was his route into VC with Slow?
2.) What are the fundamental shifts that have occurred in the world of tech? How has this affected the wider tech and investing ecosystem?
3.) Will the transition to bots and conversational interfaces represent a major point of disruption or more of an evolution in the interface paradigm?
4.) How can bots establish the same relationship and stickiness with the user as apps? In a world of bot domination where strong data sets is the ultimate weapon, are we not at a fundamental incumbency disadvantage? How can the platforms react to this?
5.) What will the effect of self driving cars be on society? How long before this was be possible? How does the sharing economy and capitalism survive in unison?
Items Mentioned In Today’s Episode:
Sam’s Fave Book: The Three-Body Problem
Sam’s Fave Blog: The Information
Sam’s Most Recent Investment: Common
Manu Kumar founder and Chief Firestarter at K9 Ventures, a pre-seed and seed stage micro-VC fund based in Palo Alto, according to K9 they invests ‘frighteningly early’ and like to be the first institutional capital invested in a startup. K9 is an investor in Lyft, Twilio, Occipital, eShares, and their companies have been acquired by the likes of Linkedin, Facebook, Dropbox, Paypal and more. Prior to K9, Manu was either the founder or co-founder of 4 companies, 3 of which with successful exits and the 4th being the fantastic eshares!
1.) How did Manu come to found K9 and what was his route into VC? How does Manu define entrepreneurialism and how did this play out in his early life?
2.) “The best buys are found in things most people don’t understand or believe in.” How does this play out in Manu's investment strategy? ?
3.) “The riskiest thing is the belief there’s no risk.” How does risk assessment feature in Manu's investment mentality? How does Manu transition this to your portfolio construction? ?
4.) Josh Koppelman states “What has to be remembered is the defining role of price.” How much of a role does valuation play in Manu's investment decision making process?
5.) “An absence of losses can give you a great start toward a good outcome.” As a seed fund how does Manu approach inevitable losses? How does Manu try and minimize mortality rate?
Items Mentioned In Today’s Episode:
Manu’s Fave Book: The Cuckoo's Egg by Clifford Stoll
Manu’s Fave Blog: Strictly VC, Dan Primack: Term Sheet
Manu’s Most Recent Investment: GradeScope
1.) How Rod came to found one of New Zealand's breakout tech startup in Xero?
2.) What were the very first days of Xero like? How and why did Rod decide to IPO from the start? How did Rod convey the narrative so well from day 1?
3.) What does it take to transition a firm like Xero from a 50 man startup to a 500 an company? What are the challenges? How do you assure a consistent hiring quality and mechanism?
4.) How are Xero doing in the US in terms of fighting Intuit? Is it a winner take all market?
5.) How was the fundraising process for Rod? How did Rod choose and meet his investors? What was important for Rod when making the selection?
Items Mentioned In Today’s Episode:
Rod’s Fave Book: How the Billionaire CEO of SpaceX and Tesla is Shaping our Future
Rod’s Fave Blog: Feedly, Techmeme
As always you can follow The Twenty Minute VC, Harry and Rod on Twitter here!
1.) How did Jenny made his way into VC from founding and exiting 2 startups?
2.) What were the differences in raising money as a founder and as a VC? What learnings as a founder did Jenny have that have helped her move into VC?
3.) How have the large macro-economic changes affected Jenny's investing style? Has she seen a change in her investment cadence? Does Jenny place more emphasis on burn reduction now?
4.) Why does Freestyle not invest with a thesis? What are the benefits of this? How does Jenny make investment decisions going forward without a thesis?
5.) What does Jenny mean when she says that VCs suffer from duck syndrome? What can VCs do to make them the best and their founders life easier?
Items Mentioned In Today’s Episode:
Jenny’s Fave Book: Dreamland, Blinkist (Harry's Suggestion)
Jenny’s Most Recent Investment: CREXi
As always you can follow The Twenty Minute VC, Harry and Jenny on Twitter here!
Rob Go is a co-founder and Partner at NextView Ventures, Next View are hands on, high conviction true seed stage investors. Prior to founding NextView, Rob was at Spark Capital and focused on early stage investments in consumer web and mobile. Before joining Spark Capital, Rob worked at Ebay as the Business Product Lead for “Finding”. In this role, he oversaw the launch of major products that enhanced the search, browse, and product discovery experience for tens of millions of users.
1.) How did Rob come to found NextView and what was his route into VC?
2.) NextView are seed investors but what does that really mean today? Why has the entire seed stage moved further down the funnel?
3.) With regards to runway, there are two side son the table, those like Jeff Clavier and I who believe 36 months is optimal. What side of the table is Rob on? Longer or shorter runway?
4.) Why are smaller rounds optimal according to Rob? What do they allow you to do that you cannot do with larger rounds? What does the rise of pre-seed do for Rob as a true seed investor?
5.) Regadless of label competition between VC is now larger than ever, what does Rob make of the personalisation of VC and branding tactics used by Mark Suster etc?
Items Mentioned In Today’s Episode:
Rob’s Fave Book: Ready Player One
Rob’s Fave Blog: Wait But Why
Rob’s Most Recent Investment: Dia & Co
Aaron Hirschhorn is the founder, CEO and “Top Dog" of DogVacay, the leading online and mobile pet sitting company. DogVacay connects pet parents in need of services with more than 25,000 vetted and insured pet caregivers in 10,000 cities across the country. Founded in March 2012 and based in Santa Monica, CA, the company has over 80 employees and has raised $47M from investors including Omers, Benchmark Capital and Andreessen Horowitz. Prior to DogVacay, Aaron spent several years in venture capital and technology, working at Monitor Group, Upfront Ventures, and Monitor Ventures. Previously, Aaron was an analyst at Kayne Anderson Capital Advisors.
1.) How did Aaron come to found one of the startup hits to come out of LA? In the beginning what was the harder element the demand or the supply side?
2.) How did Aaron know when he had achieved product market fit with DogVacay? What were the signs and how did he follow this up? How did Aaaron react to VCs laughing at his concept and how did he stay energised and positive?
3.) How was the fundraising process for Aaron with DogVacay and Benchmark, Andreesen and First Round? How can founders look to control the dialogue? How many investors should founders look to target? What makes Aaron want and not want a particular investor?
4.) What business fundamentally work in the on demand economy and what don't ? How should marketplace founders be approaching the issue of unit economics and should growth still be the priority?
5.) What is it like having Bill Gurley as a broad member ? What will be the enabler that will allow DogVacy to achieve that market penetration required?
1.) How did Matt come to found the world's top technical talent pre-company programme?
2.) Should everyone be an entrepreneur? How can a founder determine whether this is the right path for them? Can entrepreneurialism be taught or is it an innate skill within?
3.) What does Matt think of the idea and fear of many founders that they are simply not ready? How do we know when one is ready? What are the signs?
4.) How important is mindset for founders? Matt has previously stated the importance of a growth mindset? What does he mean by this and how does he advise founders to approach this?
5.) What is the most common mistake Matt sees entrepreneurs in EF make? How does he help to combat this?
6.) What does the future of work look like? Where will jobs be at this century?
Items Mentioned In Today’s Episode:
Matt's Fave Book: Sapiens (Same as Parker Thompson @ AngelList)
Matt's Fave Blog: Marginal Revolution
Matt's Most Recent Investment: Cloud NC, Third Eye
1.) How did Charles made his way into VC from working with the CIA? What were Charles biggest takeaways from his operational experience?
2.) Why have we seen the rise of the solo GP fund? What tools and services can be used by solo GPs to make their lives easier?
3.) Chris Sacca said, 'you have to be a moron to launch a solo VC fund'. What does Charles think about this and what was it about Precursor that made him want to leave SoftTech?
4.) How does Charles' market requirements change now as a pre seed investor, a 100m exit is excellent. Do you you still need unicorns?
5.) How does Charles look to differentiate with Precursor in the sea of emerging VC funds? What is the most important thing for him about pr-seed investing?
6.) What is Charles' vision for Precursor? What would success look like for him?
Items Mentioned In Today’s Episode:
Charles' Fave Book: Alec Ross: Industries of The Future
Charles' Fave Blog: The Information
As always you can follow The Twenty Minute VC, Harry and Charles on Twitter here!
1.) How did Chris come to found one of the hottest fashion startups, Lyst? What was the interview process with Benchmark like?
2.) Why did Chris become a VC first before an entrepreneur? What does being a VC allow you to become a better entrepreneur with?
3.) Chris has said before that we have not scratched the surface of e-commerce, so why have we not? What is the vision and what are the challenges that stand in the way? Question from Harry Briggs: Will we see physical retail stores largely disappear?
4.) Lyst place heavy emphasis on data collection and usage. Why is this? What does it power to Lyst to do? What interesting consumer trends and behaviours have been revealed from the data?
5.) How was the fundraising process for Chris? What did being in VC teach him about the process that he could implement in entrepreneurship? What were the challenges? What would he do differently if he were to raise again?
Brian O’Malley is a Partner @ Accel Partners, where he spearheads Accel's work with next-generation marketplaces and consumer-focused companies. He led the firm’s investments in Amino, Gametime, HotelTonight and Luma, as well as disruptive software-as-a-services businesses Duetto and Narvar. Brian joined Accel from Battery Ventures, where as a general partner he led investments in companies like Dollar Shave Club, BazaarVoice (public), Coupa, Skullcandy (public) and TradeKing (acquired by Ally). Prior to Battery, Brian led sales efforts and built some of the first web service-based API integrations for Bowstreet, Inc. (acquired by IBM).
1.) How did Brian make his way into one of the world's leading VC firms? What were Brian's biggest takeaways from being in the trenches during the bust of the dot com bubble?
2.) What is the macro economic view to value compression? How should startups being approaching and dealing with this?
3.) How can startups maintain growth as the priority whilst maintaining investor expectations on burn rates? What is Brian's approach to the growth vs retention theory?
4.) What retention metrics would Accel look for indifferent products? How does this vary from category to category? What are the commonalities Brian has seen in products that have insane retentive ability??
5.) Where does Brian stand on market size and the potential for market transition down the line? Does the market even need to be there today for it to be investable today?
Items Mentioned In Today’s Episode:
Brian’s Fave Book: Zero To One By Peter Thiel
Brian’s Most Recent Investment: Luma: Fast, Reliable Wifi
Byron Deeter is a Partner at Bessemer Venture Partners. Prior to being a VC, Byron himself was a veteran cloud CEO & Founder returning to venture capital in 2005 to lead Bessemer’s global cloud practice where he has been actively involved with over 100 cloud investments representing a third of the market cap of all public cloud companies. Byron has lead investments in the likes of Box, Twilio, Intercom, Cornerstone On Demand and many many more. Byron's pedigree is recognised globally as he is consistently ranked one of the top global investors across all industries.
1.) How did Byron make his way into VC from being a veteran cloud CEO and Founder?
2.) What are the commonalities angst the truly exceptional operators that Byron has worked with? What is it that makes the likes Aaron Levie so special?
3.) We saw a $63bn drop in late stage SaaS valuations, so what does this really mean for the early guys? In these markets should founders be placing greater emphasis on unit economics?
4.) With the increasing importance of customer retention will we see further increased growth in the field of customer success? How important is it really now for startups?
5.) How does Byron define efficient growth, what does cash is king mean? Where does Byron stand on the bottoms up sales approach, is this the new sales method of the 21st century?
6.) What have been the biggest takeaways for Byron of watching Box, Sendgrid, Twilio go into hyper growth mode and scale into the rocketships that they are
Items Mentioned In Today’s Episode:
Byron’s Fave Book: The Everything Store
Byron's Fave Productivity Tools: Clutter
Byron's Fave Blog: Bleacher Report, Techcrunch
Byron’s Most Recent Investment: Rainforest QA
