Listen ⚡️ Deep Tech Series Ep. #3 | Adam Draper interviews Greg Castle of Anorak Ventures

 

“If I believe in the founder, and I believe that he or she is pointed in the right direction, a great surfer on an okay board trying to catch a big wave, then I'm inclined to get involved. Deep tech or not, that's essentially how I look at opportunities.”

- Greg Castle

Listen to this Episode Here:


ABOUT THIS EPISODE

Deep tech founders are either technically gifted or great at building a business. But it’s seldom both, at least in the beginning. So, what should venture investors pay attention to when we’re choosing founders in these disruptive technologies?

On this episode of Boost VC, Adam is joined by Greg Castle, Founder and Managing Director of Anorak Ventures, a firm that invests in early-stage deep-tech startups. An entrepreneur and corporate marketer turned VC, Greg has invested in 120 companies, including Oculus, Flexport, and Mux. Greg explains how his view of venture investing has changed since he wrote his first check, explaining what he looks for in a founder and how he evaluates deep tech startups differently. 

Throughout his career, Greg Castle has gained valuable insights into what high-functioning teams and companies look like. He understands the importance of resilience and not taking setbacks personally when things don't go as planned. These lessons have shaped his approach to investing, allowing him to make informed decisions and support founders through the inevitable challenges of building a successful startup.

Greg Castle's journey into the world of venture capital began with curiosity and a passion for advocating for individuals he believed in. He got lucky with his first few personal investments, including the groundbreaking Oculus, which opened his eyes to the transformative potential of deep tech. These early successes sparked Greg's interest in venture investing and set the stage for his future endeavors.

According to Greg Castle, the key to successful capital deployment in deep tech always comes down to people. Building an ecosystem of investors and founders is crucial for supporting and accelerating the growth of startups. Greg emphasizes the importance of surrounding oneself with talented individuals who can contribute unique perspectives and expertise.

Anorak Ventures operates on the belief that a handful of technologies will have outsized impacts on the future. Greg and his team focus on identifying and supporting teams that leverage these technologies, regardless of the industry they operate in. By remaining industry-agnostic, Anorak Ventures seeks to support disruptive ventures that have the potential to transform various sectors.

Listen in for Greg’s advice on where to deploy capital in deep tech and learn how Anorak chooses founders who apply disruptive technologies to business problems in any industry.

Topics Covered

How Greg got into venture capital

  • Curious person who advocates for people he believes in

  • Got lucky in first few personal investments, e.g.: Oculus

The most important lessons Greg has learned as a VC

  • What high-functioning teams and companies look like

  • Not to take it personally when things don’t go as planned

What Greg pays attention to when he’s choosing founders

  • How they interact with cofounders, react to feedback

  • Punctuality at meetings, preparedness, and responsiveness

The questions Greg asks himself before he invests in a startup

  • Do I believe in the founder?

  • Do I believe in the market?

How Greg evaluates deep tech companies differently

  • Move forward with the presumption that anything’s possible

  • Consider if a technically gifted person can build business

Greg’s mixed feelings about the VR market right now

  • A viable platform where developers make real money

  • Frustrated by the lack of competition, Meta fumbles the ball

Greg’s thoughts on Apple entering the VR/AR market

  • ‘Nobody can make a product cool as Apple can’

  • Not well-positioned in immersive gaming (primary use case)

The Anorak investment thesis

  • A handful of technologies will have an outsized impact on future

  • Find teams leveraging those technologies, industry agnostic

Greg’s advice on where to deploy capital in deep tech

  • Always comes down to people

  • Build out an ecosystem of investors, founders

How Greg thinks about scale in venture investing

  • Find great people in areas that are not your strengths

  • The scale of funds = $15M to $25M per partner

How Greg benefits from taking on a partner

  • Need to explain yourself to thought partner

  • Can still move quickly when he needs to

Greg’s biggest accomplishments before age 20

  • Building a group of friends in college

  • Still works with many of them

Greg’s definition of success

  • Confident and comfortable in your own skin

  • Content with what you have

Connect

Anorak Ventures https://www.anorak.vc/ 

Anorak on Medium https://anorakvc.medium.com/ 

Anorak on Twitter https://twitter.com/AnorakVentures 

Anorak on LinkedIn https://www.linkedin.com/company/anorak-ventures/ 

Greg on LinkedIn https://www.linkedin.com/in/gregorycastle/ 

Greg on Twitter https://twitter.com/gpcastle12

Resources

Greg Castle on Boost VC EP001 https://www.youtube.com/watch?v=2PyO3LpZD9Q 

Greg Castle on Boost VC EP089 https://open.spotify.com/episode/6qYRcDMoemjrMHDxKONu4A 

Oculus https://www.meta.com/quest/ 

GOLF+ https://www.golfplusvr.com/ 

FitXR https://fitxr.com/ 

Neverwhere by Neil Gaiman https://www.amazon.com/Neverwhere-Novel-Neil-Gaiman-ebook/dp/B000FC130E 

Snow Crash by Neal Stephenson https://www.amazon.com/Snow-Crash-Novel-Neal-Stephenson-ebook/dp/B000FBJCJE/ 

Hyperion by Dan Simmons https://www.amazon.com/Hyperion-Cantos-Book-1-ebook/dp/B004G60EHS/ 

Neuromancer by William Gibson https://www.amazon.com/Neuromancer-Sprawl-Trilogy-William-Gibson-ebook/dp/B000O76ON6/  

Breakfast with Pops: A Venture Capital Handbook by Adam Draper & William Henry Draper, III https://www.amazon.com/Breakfast-Pops-Venture-Capital-Handbook/dp/B0C1JHXTQF 

‘Perception Is Reality’ Presentation https://www.anorak.vc/post/perception-is-reality-8-startup-marketing-principles

Connect with Boost Vc

Boost VC Website https://www.boost.vc/

Boost VC on Facebook https://www.facebook.com/boostvc/

Boost VC on Twitter https://twitter.com/BoostVC

Boost VC on Instagram https://www.instagram.com/boost_vc/


Adam Draper

Managing Director at @BoostVC // Seed investor in @Coinbase, @Amplitude_HQ, @Benchling, Wave Mobile Money // Board Member of @Skybound I like comic books. #Bitcoin

 
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