HeyJaredAngels Decoded
Writing a check is easy. Knowing why is the flex. Angel investing is underused, misunderstood, and explained badly. We are in cahoots with Play Money to deliver a raw take on the craft. Subscribe. Then decide.
- Indexed episodes, last 90 days
- 5
- Latest publication
- Sep 11, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 10, 2026
Latest episodes
Ep#24: The Affogato Effect — Why CPG Is Angel Investing's On-Ramp (opens the original)
Read excerpt
Cheryl's calling it Affogato August. This summer, the deals that caught fire on Play Money weren't the moonshots, they were Thai-flavored ice cream and decaf coffee, both gone in days at six-figure SPVs. Andy and Cheryl unpack why CPG keeps working as everyone's first angel check: it's the one category where your gut is basically already doing the diligence for you. The anchor story is Liquid Death, the late-stage deal that pulled in a wave of angels who'd never written a check before, who then
Ep#23: The Posse Model — Why One Angel's Gut Isn't Enough (opens the original)
Read excerpt
Pam Scott runs Impact Investor, a group built from three kinds of angels who rarely agree with each other: operators who grill the fundamentals, advocates who care about the impact story, and seasoned investors who pressure-test the terms. Cheryl calls the resulting diligence more rigorous than most VCs manage. Pam calls it the only reason she's learned more in two years than in the twenty before it. The anchor story is Baritone — a band-aid-sized sleep apnea diagnostic, backed by specialist VCs
Ep#22: The Angels Who Diligence Too Much Get the Worst Deals (opens the original)
Read excerpt
Most angels think heavy diligence makes them safer. Cheryl Kellond says it just makes them slower, and less trusted. She told a founder to skip an angel group's pitch process entirely, because they grill founders for hours before writing checks that barely clear five figures. The math never worked. Diligence still matters, but it needs to scale with the check size. Cap tables and incorporation checks are hygiene, borrowed trust from whoever vetted the deal before you. What actually matters is re
Ep#21: Angels, The Power Law Is Lying to You (opens the original)
Read excerpt
The power law is the most quoted idea in angel investing, and it’s also the most misunderstood. Cheryl Kellond is back to dismantle it. VCs took a principle from nature, one big winner can dwarf everything else, and twisted it into a rule that only ten billion dollar outcomes count. The result is angels sitting on the sidelines, convinced they need to find the next Uber before writing a single check. The math tells a different story. Around ninety percent of startup exits happen under $100 milli
Ep#20: The Three Deadly Sins of Angel Investing (opens the original)
Read excerpt
Cheryl Kellond is back, and this time she’s calling out angel group sins. Three of them. Hoarding diligence, forcing minimum check sizes, and treating a cap table seat like a status symbol. If you’ve spent more than five minutes around an angel group, you’ve watched at least one of these play out. The pattern underneath all three is the same, scarcity thinking dressed up as process. Groups that sit on diligence instead of sharing it, groups that force $10K minimums on people who’d rather write t
Publishing over time
Last 90 days. Choose a month to open its work.
Recurring subjects
Named in the text we hold. One piece can cover several.
Audience
No verified audience measurement yet.
About this data
Counts cover the work we have indexed. Tone needs enough text and a confident classification. Excerpts and episode notes are not full articles or transcripts.
Identity or attribution wrong? Suggest a correction.