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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Podcasting since 2024 • 64 episodes
The Diligent Observer Podcast
Latest Episodes
Episode 55: "We Need to Disrupt Ourselves" | SWAN Impact Network Executive Director Suresh Sundarababu on Breaking the Angel Group Mold, Building Great Founder Support Ecosystems, and Takeaways from The 2026 World Economic Forum
Today's episode explores three ideas that caught my attention: The “angel investor” imposter syndrome – Suresh’s admission of feeling “unworthy” of the title despite being accredited made me reconsider how ...
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Season 1
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Episode 55
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43:39
Replay: The 3 T’s of Early Stage Investing | Larry Warnock, Partner Emeritus at Ring Ventures (Episode 16)
Today's episode explores three ideas that caught my attention: Execution defines greatness - Larry's conviction that the "best tech doesn't always win" challenges a LOT of assumptions we commonly hold – for ...
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Season 1
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59:23
Episode 54: Women at the Table | Golden Seeds' Loretta McCarthy & Angela Allen on Building America's Largest Women-Focused Angel Network, The 3% to 30% Transformation, and Why Angel Education is so Critical
Today's episode explores three ideas that caught my attention:The math of representation – Loretta shared that having just one woman in a VC decision room doubles or triples funding odds for women-led companies.Th...
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Season 1
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Episode 54
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48:59
Episode 53: “Where You Stand Depends on Where You Sit” | SWAN Impact Network Board Member John Jeffers on the State of CleanTech, Strategic Exit Models for Energy Startups, and Finding Opportunity Amidst Policy Upheaval
Today's episode explores three ideas that caught my attention: It’s weird we measure data centers measured in gigawatts – John’s observation that we tend to discuss data centers based on their power consump...
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Season 1
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Episode 53
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47:56
Episode 52: "Film Changes Culture" | Show Her The Money Executive Producer Catherine Gray on Film as Impact Investment, Vulnerability with Persistence, and the Power of Like-Minded Capital
Today's episode explores three ideas that caught my attention: Film investment isn't always about ROI maximization – Many of Catherine's investors measure success by impact and community, not returns. ...
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Season 1
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Episode 52
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39:20