How much I have(n't) made angel investing(halletecco.substack.com)
halletecco.substack.com
How much I have(n't) made angel investing
https://halletecco.substack.com/p/heres-how-much-ive-made-angel-investing
3 comments
It looks like some of the best angel investors are in a network of startup founders. I wonder if someone angel invested only in 2+ time founders would returns be different.
SPY is up ~4x since 2012 - maybe a good time to remind folks to reconsider being more passive (at least with their stock picking)
Yeah but how will that change with going forward, in the post-Trump era?
I’m a YC founder who recently launched a syndicate called Scalable Ventures, and this post hits on a key reason we’re building it: to reimagine how early-stage investing gets done, especially for operator-led investors who want real upside — not just optionality or dilution surprises years later.
Your story illustrates a growing reality: early angels often take on venture-level risk but receive sub-venture returns. We’re structuring our deals to better align incentives for angels — including deeper diligence, co-investor discipline, and shared reporting (not just “hope you hear from the CEO someday” vibes).
If you’re ever open to advising newer syndicates or just sharing more about your experience, I’d love to connect. Either way, thank you for sharing this — it’s exactly the kind of insight the ecosystem needs.
https://www.scalablevc.com/HackerNews