Wannabe Angels

Harry Campbell

Join Colin Gardiner and Harry Campbell as they discuss their angel investing journey, interview well-known Angels, under the radar Angels, and have a lot of fun along the way. These guys aren't experts but they are sure as hell trying to have fun along the way and figure it all out.

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Episodes

Angel Investing in DevTools with Shawn Wang [Ep12]
Apr 26 2023
Angel Investing in DevTools with Shawn Wang [Ep12]
In this episode, Colin and Harry are joined by Shawn Wang. Shawn is a well-known developer, product manager, and angel investor who is actively involved in the developer relations and developer tools community. He has made a name for himself as a blogger, speaker, and community organizer in the tech industry.0:00 - Intro3:03 - What are Dev tools?7:20 - Why did Shawn get into Angel Investing?8:04 - What is a Scout?14:41 - Putting people on a path to being a Scout22:00 - Where does most of Shawn’s deal flow come from?24:23 - What are some areas that Shawn is excited about that are under the radar?26:42 - Details on Shawn’s new Startup in the AI Space 33:46 -Twitter Thread - Should one stop angel investing and accumulate huge positions instead?38:38 -Twitter Thread - Should K-1s from small checks be regretted?Links to Additional Info:Shawn WangLinkedIn - https://www.linkedin.com/in/shawnswyxwang/Twitter - https://twitter.com/swyxWebsite - https://www.swyx.io/Will Manidis Tweet - https://twitter.com/WillManidis/status/1643611361698541576?s=20Katelyn Donnelly Tweet - https://twitter.com/krdonnelly/status/1641403145132847106?s=20Other Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangels -Twitter - https://twitter.com/wannabe_AngelsLinkedIn - https://www.linkedin.com/company/wannabe-angels/About Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy
Navigating the Angel Investing Landscape: Lessons Learned from Vitalize Founder Gale Wilkinson [Ep10]
Apr 12 2023
Navigating the Angel Investing Landscape: Lessons Learned from Vitalize Founder Gale Wilkinson [Ep10]
Harry and Colin are joined by Gale Wilkinson. Gale is the founder and Managing Partner at VITALIZE, a seed fund and angel community investing in transformative WorkTech software. Previously, Wilkinson founded IrishAngels, one of the largest angel groups in the world. Gale has led $70M+ in early-stage deals across 125+ portfolio companies, and she has made 50 personal angel investments. Her experience prior to VC includes founding two HR tech startups, consulting for new product launches with Nielsen, and data strategy with Orbitz.Links to Additional Info:Gale WilkinsonLinkedIn - https://www.linkedin.com/in/galevc/Twitter - https://twitter.com/galeforceVCVC) / TwitterWebsites - https://gale.vc/ https://www.vitalize.vc/ https://www.vitalize.vc/vitalize-angels/Ed Suh Tweet - https://twitter.com/edsuh/status/1639134290922590209?s=20David Belle Tweet - https://twitter.com/davidbelle_/status/1641063289944780808?s=20Other Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangelsTwitter - https://twitter.com/wannabe_Angels\Linkedin - https://www.linkedin.com/company/wannabe-angels/About Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy
Kirk Ouimet Interview After Party [Ep9]
Apr 6 2023
Kirk Ouimet Interview After Party [Ep9]
In this bonus episode, Harry and Colin discuss their interview from episode 8 with Kirk Ouimet.Time stamps0:00 - Intro3:30 - Will Harry change the way he invests based on what he learned from Kirk?4:39 - Thoughts on investing beyond your own network/area of expertise7:09 - Colin’s story about investing in idea and not people12:15 - Favorite Kirk QuotesLinks to Additional Info:Episode 8 LinksPodcast - https://rss.com/podcasts/wannabeangels/YouTube - https://youtu.be/DUg1t4j0mVcOther Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangelsTwitter - https://twitter.com/wannabe_AngelsLinkedIn - https://www.linkedin.com/company/wannabe-angels/About Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy
Outsized IRR with Kirk Ouimet ‘Spray and Pray’ as an Angel Investment Strategy [Ep8]
Apr 5 2023
Outsized IRR with Kirk Ouimet ‘Spray and Pray’ as an Angel Investment Strategy [Ep8]
In this episode, Harry and Colin talk to Kirk Ouimet. Kirk Ouimet is a successful entrepreneur, inventor, and investor who founded Scan, a computer vision company that created a popular app downloaded over 250 million times. He sold the company to Snap Inc. and helped scale their engineering team and launch an office in Utah. Kirk authored over 20 patents and provided his team and investors with $100M+ in returns when Snap went public. He now focuses on investing in and advising startups, with over 250 investments, including several unicorns.Links to Additional Info:Kirk OuimetLinkedIn - https://www.linkedin.com/in/kirkouimet/Twitter - https://twitter.com/kirkouimetWebsites - https://www.kirkouimet.com/https://www.randomseed.com/Private Equity Guy Tweet - https://twitter.com/PrivatEquityGuy/status/1638523809903804418Dennis Hegstad Tweet - https://twitter.com/dennishegstad/status/1638556297703440384Other Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangels -Twitter - https://twitter.com/wannabe_AngelsLinkedIn - https://www.linkedin.com/company/wannabe-angels/About Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy
Running the Angel Squad with Brian Nichols: Tips for Aspiring Angel Investors [Ep7]
Mar 29 2023
Running the Angel Squad with Brian Nichols: Tips for Aspiring Angel Investors [Ep7]
Brian is the co-founder and lead for the Lyft syndicate UpLyft which has 3,500+ members. And a Co-Founder of Hustle Fund's Angel Squad. Across all of his syndications they have raised $55M+. He has also been an operator working at Lyft, Zoox and Blackbird and co-founded two companies.0:00 - Intro08:11 - What is the story behind the UpLyft syndicate?15:19 -.Angel Squad Thesis- why would a VC fund want an angel school?19:11 - What types of angels are you trying to attract?20:42 - What are the top three tips for new and aspiring angel investors?25:07 - What excites Brian most about the hustle fund?27:42 - Jason Lemkin: “Why Seed Investing is For Suckers”34:34 - Martin Tobias: “Why New Angel Investors Should Start With a Venture Fund”Links to Additional Info:Brian Nichols LinkedIn - https://www.linkedin.com/in/briannichols11/Brian Nichols Twitter - https://twitter.com/b_nicks11Hustle Fund - https://www.hustlefund.vc/Angel Squad - https://www.hustlefund.vc/squadJason’s Tweet - https://twitter.com/jasonlk/status/1632090893477101568?s=20Martin’s Tweet - https://twitter.com/MartinGTobias/status/1631383930086596608?s=20Other Ways to connect with Wannabe AngelsInstagram - https://www.instagram.com/wannabeangelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangelsTwitter - https://twitter.com/wannabe_AngelsLinkedin - https://www.linkedin.com/company/wannabe-angels/About Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy
Balancing Being a Founder and Angel Investor with Andrew Arruda [Ep6]
Mar 22 2023
Balancing Being a Founder and Angel Investor with Andrew Arruda [Ep6]
In this episode, Harry and Colin speak with Andrew Arruda. Andrew is a serial entrepreneur and active angel investor. Andrew is the CEO/Co-founder of Flexpa. Andrew speaks internationally on the subjects of startups, innovation, and entrepreneurship and has been featured in publications such as The New York Times, BBC, Wired, CNBC, CBS, Bloomberg, Fortune, Forbes, TechCrunch, The Washington Post, and The Financial Times. Andrew is a former TED speaker and member of the 2017 Forbes 30 under 30 class. In this episode, Andrew talks about his experience as an Andrew investor while also running a company. Andrew also discusses why he considers angel investing a hobby. Colin, Harry, and Andrew then discuss some recent trending twitter threads in the world of angel investing.Links to Additional Info:Twitter - https://twitter.com/andrewarrudaLinkedIn - https://www.linkedin.com/in/andrewarruda/Flexpa - https://www.flexpa.com/Other Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgInstagram - https://www.instagram.com/wannabeangelsTik Tok - https://www.tiktok.com/@wannabeangels -Twitter - https://twitter.com/wannabe_AngelsAbout Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy
9 years of Angel Investing with Scott Paul [Ep5]
Mar 15 2023
9 years of Angel Investing with Scott Paul [Ep5]
In this episode, Harry and Colin talk with Scott Paul. Scott is a long time angel investor based in Utah and focused in Utah, he is well known startup comedian, hair-influencer and general fun and irreverent personality. He is also a founder/partner of Convoi Ventures with Trent Mano which is a Utah focused pre-seed fund. In this episode, Scott discusses what he has learned over the last 9 years as an angel investor and advice for people starting out.0:00 - Intro01:50 - Scott’s angel investing journey04:10 - What % of your net worth have you put into angel investments?05:39 - How does Scott decide where to invest?07:32 - Why Scott likes the early stage, being the first check.09:49 - Fastest one of Scott’s deals has gone out of business.11:13 - How does Scott Handle company failure in terms of Angel Investing14:05 - Should companies/entrepreneurs do better in communicating with investors?18:52 - Scott’s advice to himself as a new angel investor.21:06 - Scott’s transition to funds.24:07 - Why does Scott focus on Utah in terms of Angel Investing?27:58 - Trending Twitter threadsOther Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangels -Twitter - https://twitter.com/wannabe_AngelsAbout Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuyLinks to Additional InfoScott PaulTwitter - https://twitter.com/gscottpaul?https://angel.co/p/scott-paul2https://www.convoiventures.com/https://hyperactivecap.com/
Should You Angel Invest With Conviction Or Do You Follow The Lead? [Ep4]
Mar 8 2023
Should You Angel Invest With Conviction Or Do You Follow The Lead? [Ep4]
In this episode, Colin and Harry discuss what they have recently been up to in the world of angel investing, a recent twitter thread, and what types of companies they chose to invest in and why.0:00 - Intro01:00 - What did Harry do recently in the World of Angel Investing?01:51 - What did Colin do recently in the World of Angel Investing?03:24 - Featured Twitter Thread- Should you invest only if there’s a lead?11:25 - What is Harry investing in?15:10 - What is Colin investing in?17:00 - Is it best to do what everyone else is doing or taking bets here and there when it comes to investing?Other Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangels -Twitter - https://twitter.com/wannabe_AngelsAbout Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy
Jack Greco Interview After Party [Ep3]
Mar 8 2023
Jack Greco Interview After Party [Ep3]
In this quick episode of Wannabe Angels, Harry and Colin discuss the interview with Jack Greco from Episode 2. What went right, what went wrong and how they can do better in the future.0:00 - Intro01:07 - Passion and Skin in the Game02:36 - Investing in Public Company04:30 - Angel Investing is an Extension of Workforce06:34 - Early Angel investing, Consider being an LP or Emerging Manager07:34 - Colin offers advice on how to help around mindset10:37 - How did Harry and Colin do in their interview?Other Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangelsTwitter - https://twitter.com/wannabe_AngelsIGAbout Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy
Lessons Learned From 100+ Angel Investments - Jack Greco [Ep2]
Mar 8 2023
Lessons Learned From 100+ Angel Investments - Jack Greco [Ep2]
In this Episode of Wannabe Angels, Harry and Colin are joined by guest Jack Greco. Jack is from Buffalo, New York, and co-founded one of the area’s most successful startups, ACV Auctions. He currently runs a Pre-seed/Seed venture fund focusing on B2B marketplaces. He also is a founding partner at Far Out Ventures. A former super angel with 120+ direct investments and 50+ LP positions under his belt, Greco now invests through Far Out Ventures, writes for the Buffalo Bridge, loves to plant trees and supports the early creation and growth of disruptive companies across the universe, with a strong focus on Marketplaces.0:00 - Intro1:44 - Get to know Jack Greco5:41 - Early days of Jack’s Angel Investing9:23 - What excites Jack most about Angel Investing?12:50 - Fastest one of his investments has gone out of business14:43 - Expectations in Angel Investing24:06 - How to get started with Angel Investing with a Smaller Balance Sheet30:00 - What specific Funds would Jack recommend?32:40 - Why Networking is very important in Angel Investing35:21 - Trending Twitter Thread- Ileana González42:37 - Colin’s One DM to a $25K check.44:33 - Show Wrap UpOther Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangels -Twitter - https://twitter.com/wannabe_AngelsAbout Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuyLinks to Additional InfoWebsite - https://www.farout.vc/LinkedIn - https://www.linkedin.com/in/jacklgreco/https://www.nfx.com/https://origininvestments.com/http://www.nyvp.com/https://twitter.com/IleanaGonzxlez/status/1621245995693621250
What’s an Angel Investor? [Ep1]
Mar 6 2023
What’s an Angel Investor? [Ep1]
In this episode, Harry and Colin discuss the meaning of Angel investing, their goals with this podcast, and how they got started. They also discuss topics such as Pro Rata, and some recent trending twitter threads related to Angel Investing.0:00 - Introduction01:50 - Colin Gardiner Introduction04:00 - Harry Campbell Introduction05:56 - What to expect from this podcast07:59 - What is an Angel Investor?12:34 - How Collin and Harry Got Their Start as Angel investors15:04 - Angel Investing in early to late stage companies18:05 - Trending Twitter Threads on Angel Investing19:36 - What is Pro Rata?23:38 - Harry’s “Honorary” Pro Rata Request24:59 - Show Wrap UpLinks to Additional Infohttps://www.hustlefund.vc/post/how-to-become-an-angel-investorhttps://www.linkedin.com/pulse/should-you-give-advisors-equity-your-startup-jason-calacanis/Other Ways to connect with Wannabe AngelsYouTube - https://www.youtube.com/channel/UCTd0VpLRUqEfQ5mk431z2LgTik Tok - https://www.tiktok.com/@wannabeangelsTwitter - https://twitter.com/wannabe_AngelsAbout Colin: Colin Gardiner has spent a number of years in the tech startup space. He has worked in business to consumer tech for over a decade. Most recently, he worked for Outdoorsy as Chief Revenue Officer. He currently focuses on advising startups and guiding them through the fund raising process.Colin LinkedIn - https://www.linkedin.com/in/colingardiner/Colin Twitter - https://twitter.com/ColinGardinerAbout Harry: Harry Campbell runs The Rideshare Guy, a popular community for drivers and gig workers in the rideshare and delivery space. He’s an active angel investor having invested over $500k in 30+ companies and funds over the past few years, still trying to figure it all out though!Harry LinkedIn - https://www.linkedin.com/in/harrygcampbell/Harry Twitter - https://twitter.com/TheRideshareGuy