Wannabe Angels
Wannabe Angels
Educating Angel Investors with Sam Huleatt [Ep 18]

Educating Angel Investors with Sam Huleatt [Ep 18]

In this episode, Colin and Harry talk to Sam Huleatt.  Sam is a seasoned professional in the startup and venture capital scene who is taking some time off to explore and actively invest. Most recently, he built and ran the On Deck Angel (ODA) program and was part of On Deck's fund team, where he also helped develop the capital network strategy.  

In the past, Sam co-founded Workstreamer, a B2B sales intelligence platform that received venture capital backing and was sold to a PE in 2010. He also co-founded Heights Media, an ad tech platform that provides liquidity to ad exchange partners.
Sam's experience also includes working as an EIR at Primary Ventures in New York and serving as an operating partner at a family office with a portfolio of SaaS companies.

Where to Listen and Watch:

Apple -

Spotify -

YouTube -


0:00 - Intro

03:14 - Sam’s angel investing experience.

05:59 - How does the On Deck Angel (ODA) program work?

08:55 - What makes Sam so passionate about the education around angel investing?

11:54 - What would Sam do differently if he was starting his angel investing journey today?

15:39 - What is “Entrepreneur in Residence?” (EIR)

17:15 - What has Sam enjoyed most regarding being a founder and an angel investor?

20:40 - Does Sam encourage smaller bet sizes at the beginning?

23:32 - How has Sam branded himself?

25:34 - Tweet 1 - Is an incubation model a good way to build startups?

30:55 - Tweet 2 - Real talk about VC lifestyle

Links to Additional Info:

Sam Huleatt

LinkedIn - https://www.linkedin.com/in/samhuleatt/

Twitter - https://twitter.com/samhuleatt

Website -


Villi Tweet -


Matt Turck Tweet -


Other Ways to Connect with Wannabe Angels

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Tik Tok - https://www.tiktok.com/@wannabeangels

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LinkedIn - https://www.linkedin.com/company/wannabe-angels/

About Colin: Colin Gardiner has spent over a decade building startups focusing on online marketplaces. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He advises marketplace/platform startups on growth, analytics, monetization, fundraising, and strategy. He also runs the rapidly growing syndicate Yonder Ventures, which invests in marketplaces and platforms and the SaaS, Fintech, Insurtech, and the technology enabling them.

Colin LinkedIn - https://www.linkedin.com/in/colingardiner/

Colin Twitter - https://twitter.com/ColinGardiner

About Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers. He’s an active angel investor having invested over $500k of personal funds in 30+ companies and funds over the past few years, still trying to figure it all out though! Harry also has a $500k mini-fund that invests in early stage mobility, logistics, marketplaces and his network.

Interested in learning about some of the companies Harry is angel investing in and read his deal memos, for FREE - just fill out this form - https://forms.gle/eYwtDE7p9K2bepnF8\

Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/

Harry Twitter - https://twitter.com/TheRideshareGuy

Wannabe Angels
Wannabe Angels
We are the angel investing JV team, and we are interviewing and learning from the best angel investors around.