Puzzle

Puzzle is AI-native accounting software for startups that automatically categorizes and reconciles transactions, surfaces burn and runway insights, and speeds up month-end close.

Puzzle is startup accounting software built from the ground up around an AI-native general ledger, in contrast to platforms that bolt AI onto legacy bookkeeping. Its ledger is designed to categorize, reconcile and help close the books with far less manual cleanup, giving founders and their accountants a real-time, accurate financial picture rather than a lagging monthly snapshot. The product leans into modern startup needs like burn and runway visibility, cash and accrual views, and clean data that downstream investors and finance hires can trust. Because it is aimed at startups, Puzzle offers a free entry point for companies under a threshold of transaction volume, then scales through paid tiers that add burn insights, AI accuracy review, unlimited users and subledgers. One of its more distinctive commitments is a money-back guarantee on its Automation plan, promising a refund if a company's month-end close is not meaningfully faster within the first 90 days, which signals confidence in the automation actually saving time. Founded in 2019 by Sasha Orloff and John Cwikla and based in San Francisco, Puzzle has raised roughly $66.5M, including a Series B in late 2023 with investors such as General Catalyst, Felicis and Kapor Capital. It reports thousands of startups and accounting firms as customers, positioning itself against both legacy small-business accounting tools and the growing set of AI bookkeeping products competing for early-stage companies.