Chapter One
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Chapter One
@chapterone
Technology investment firm for product-obsessed founders. Built by operators from X, Tinder and Robinhood.


Supabase has raised $500M at a $10B valuation In this round we are giving @supabase employees the opportunity to cash out 25% of their vested options. We have done this in every round since inception. We do it as a “cashless transaction” so that employees don’t need to front any cash to exercise their options. This is the friendliest way we could design it until we can offer RSUs. On top of that, we give employees a 10 year exercise window: whether they stay or leave the company. The typical/default window is 3 months. IMO, equity is earned and employees shouldn't be penalized because they don't have the cash to exercise within 3 months of leaving a job (often that's the time they need the cash/certainty the most).


Grateful to announce our $300 million Series C. Firepower to accelerate our mission.

We're happy to announce that Flex has officially reached $9.1B in annualized payment volume. We've come a long way from starting off as a business credit card provider to now becoming an all-in-one financial suite for modern business owners. $100B in annualized TPV is the next goal. See you there soon.

.@Lead_Bank hit nearly $300M in 2025 revenue & $31M in net income.. w/ *zero* sales team Referrals only. They met their first client at a @coatuemgmt event & were so bullish they were *willing to wait 6 months* to onboard Why? The world's biggest fintechs were starved for speed, stuck on the rails of traditional banks, typically $1B to $5B in assets, most with no engineers So, Lead rebuilt the stack, tech-first, with programmable APIs across lending, money movement, card issuing, accounts & stablecoins Now they power Atlas, Stripe, Affirm, Revolut, Walmart's OnePay, Flex, Self.. & 100+ crypto companies Jackie Reses (@jackiereses) CEO & Co-Founder












zcash





I've left OpenAI and the Codex team to build Blackstar: A new hardware company building the future of human-computer interaction. We believe that software is solved. Building apps is now easy, but the next meaningful improvement in human-AI communication requires changing the OS & hardware. That's why we're building a new device entirely. I'm also excited to announce our $12m seed round led by @AbstractVC, with participation from @naval, @SVAngel, @chapterone, and Timeless, among other amazing angels who've supported us from the old Alex days.

