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The Diligent Observer Podcast
Helping angel investors see what most miss.
Want more? Get essential angel intel in 5 min with The Diligent Observer Newsletter: your weekly shortcut to vetted deals and expert takes.
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Episodes
90 episodes
Episode 78: The ETA Financing Angel Group | Frontier Angels Managing Director Graham Conran
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① There’s a g...
Episode 77: Why Great Products Still Lose with AngelsRound founder Ashher Syed
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Pattern rec...
Episode 76: NuFund Executive Director and Co-Fund Manager Ashok Kamal on A Faster Angel Model
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Angel group...
Episode 75: Tourist Town → Tech Hub with Bridge Angel Investors Linda Jellison and Peter Offringa
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Member-led ...
Episode 74: SaaS Isn’t Dead | Lighter Capital CEO Melissa Widner
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① The SaaS ap...
Episode 73: Why Food Tech Is So Hard to Fund with New York Angels Executive Director Peter Bodenheimer
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① A product c...
Episode 72: When the Deal Goes Sideways | TEN Capital Network Founder and CEO Hall Martin on Angel Investing’s Next Era
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① The biggest...
Episode 71: Nebraska Angels Executive Director Josh Bartels on Building a High-Trust Angel Network
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Angel group...
Replay: Episode 20: Part Art, Part Process | Elevate Ventures Principal Patrick Sweeney on Data-Driven Startup Investing
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Startup inv...
Episode 70: "The Story Is the Asset" | Courtside Ventures Founding Partner Vasu Kulkarni on Collectibles, Community, and Angel Investing
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Collectible...
Episode 69: "Roll Up Your Sleeves or Go Home" | Israel365 Media's Ben Woolf on Israel's Prove It First Investment Culture, Founder Grit, and Why Ideas Alone Don't Get Funded
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Israel’s st...
Episode 68: "Dual Use Isn’t a Distraction" | 757 Collab President & CEO Paul Nolde on Dual-Use Startups
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Dual use is...
Episode 67: Charlotte Angel Fund Administrator Greg Brown On Why a $50M Exit Might Not Be Enough
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① A $50 milli...
Replay: Episode 19: "Smart Money Goes Beyond the Checkbook" | Seasoned Angel Investor Mitra Miller on the Importance of Founder "Relentlessness", Innovation in Houston, and "Poker" vs "Roulette"
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① The power o...
Episode 66: “Build vs Buy” | Black Prism Capital Partners Founder Steven Miller on Dual-Use Investing, Government Sales, and Deep Tech Diligence
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Government ...
Episode 65: Faith Driven Angel Investing | Will Thomas, Co-Founder of Ambassadors Impact Network
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Faith-drive...
Episode 64: “We Pass on 98.5%” | Bio Angels Yaniv Sneor and Alex Pederson on Life Science Angel Investing, Screening Criteria, and Exit Discipline
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Disciplined...
Episode 63: Central Texas Angel Network's Rick Timmins on Data-Driven Angel Investing
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Ang...
Episode 62: Baylor Angel Network's Steven Diedrich on Training Students to Think Like Angel Investors
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① University ...
Episode 61: “40 to 60% of Angel Investors Gone?” | ACA Board Member Mark Friedman on Startup Policy, QSBS, and the INVEST Act
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Star...
Episode 60: “Startups Are Hype Machines” | Carta’s Peter Walker on Angel Exits, SAFEs, and AI-Age Investing
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:①
Episode 59: QCA Ventures Director Scott Jacobs on Angel Due Diligence, Board Governance, and AI-Powered Deal Evaluation
🗞️ Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. 🗞️Today's episode explores three ideas that caught my attention:① Process...
Replay: "Your Board Can Make or Break the Company" | Curtis Feeny (Episode 17)
Today's episode explores three ideas that caught my attention:The university endowment mindset shift - Transition from the for-profit real estate world to Stanford's endowment revealed how different time horizons (centuries v...
Episode 58: "$15 Million in Capital Gains: Gone" Startup Wealth Strategist Bryan Hasling on What Angel Investors Need to Know About QSBS, Maximizing the Tax Benefits of a Losing Investment, and the Limits of Tax-Driven Deal Selection
Today's episode explores three ideas that caught my attention:The most important tax provision you’ve never heard of: 1244 losses. Bryan made the case (and I agree 100%) that most angels will benefit as much or more from ordi...
Episode 57: "Old Money To New Money" | Lagos Angel Network Executive Director Dr. Solomon King on Mobilizing Legacy Nigerian Wealth into Venture, Building Angel Culture from Scratch, and Correcting African Founders' Biggest Misconceptions
Today's episode explores three ideas that caught my attention:“Old money” sitting on the sidelines – Solomon aims to convert Nigeria's legacy industrialists into venture investors. It made me wonder how much capital is waitin...
