About Puzzle Financial
Puzzle Financial (puzzle.io) is an AI-native accounting software platform built for startups and high-growth companies. It rebuilds the general ledger from scratch to deliver real-time financial insights — including burn, runway, ARR, and GAAP financials — by integrating with fintech tools like Stripe, Brex, Ramp, Gusto, Rippling, Mercury, and Pulley. The platform serves startup founders and their finance teams, enabling faster closes, audit-ready books, and investor-grade reporting.
Company details
Funding
Total raised
$66.5M
Last stage
Series B
Investors
Founders
Sasha Orloff
Previously Co-Founder & CEO of LendUp and Co-Founder of Mission Lane. Holds a B.S. in Applied Math and Economics from UC San Diego and an MBA from Georgetown University.
LinkedInJohn Cwikla
Previously Founder & Partner at The Giant Pixel Corporation and Founder at Nama Software, Inc.
LinkedInWhat happens next.
No applications, no recruiter spam. Just the intro.
Confirm the fit
A few questions to make sure this role is the right shape for you. Two minutes.
I pitch you to the company
I write the intro, send it to the founder, and handle the back-and-forth.
A meeting lands on your calendar
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.
