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Puzzle

“Can an AI-native, real-time general ledger built on modern fintech rails displace QuickBooks as the accounting system of record for the next generation of startups and SMBs?”

Founded2019
HQSan Francisco, California, USA (with office in Wilmington)
FoundersSasha Orloff, John Cwikla
Total raised$51.5M
Latest roundSeries A, 2023
IndustryHorizontal SaaS / Accounting
Websitepuzzle.io ↗
The story

Founded 2019 by ex-LendUp CEO Sasha Orloff, Puzzle launched publicly in 2023 as a modern, real-time general ledger positioned as the QuickBooks alternative for venture-backed startups running on Stripe, Mercury, Ramp, Brex, and Gusto. In 2025 it pivoted decisively toward AI, launching the Puzzle AI Suite of accounting agents (Chat, Cowork, Close) and rebranding around 'AI-native accounting.' In 2026 it stretched again with Puzzle 2.0, bundling the software with vetted accounting firm partners — moving from pure SaaS into a software+services model competing directly with Pilot and Bench.

Last 12 months
2026
2025
Product timeline
2019
Puzzle Financial Inc. founded by Sasha Orloff and John Cwikla· pivot
2022
Launched at TechCrunch Disrupt Startup Battlefield 2022 as a QuickBooks alternative for startups· banking
2023
Public launch of smart accounting software + $15M Series A led by General Catalyst· banking
2025
Launched Puzzle AI Suite (Chat, Cowork, Close agents) targeting accounting firms· pivot
2026
Puzzle 2.0 — combining software with a real accounting firm service tier (Expert Reviewed + Full Service bookkeeping)· pivot
The stack
5 layers disclosed in Puzzle’s embedded-finance stack
Payments / PSP
Stripe
Banking / BaaS
Unit
Payroll
gusto
Open banking
Plaid
Spend / AP
Brex
Payments / PSP
Hover or tap a floor for details.
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Accounting gap: none

Puzzle — frequently asked

What bank does Puzzle use?

Puzzle discloses Unit as its banking provider, according to the Embedded Finance Index 2026.

Is Puzzle a bank?

Puzzle does not disclose a bank charter of its own; its banking services are provided through Unit.

Who is Puzzle's payment processor?

Puzzle processes payments through Stripe.

Which open banking provider does Puzzle use?

Puzzle connects to bank accounts through Plaid.

Which payroll provider does Puzzle use?

Puzzle's payroll is powered by gusto.

What is Puzzle's embedded finance stack?

The Embedded Finance Index 2026 maps 5 layers in Puzzle's stack: Payments / PSP (Stripe); Banking / BaaS (Unit); Payroll (gusto); Open banking (Plaid); Spend / AP (Brex).

Who founded Puzzle?

Puzzle was founded by Sasha Orloff and John Cwikla and is founded in 2019, headquartered in San Francisco, California, USA (with office in Wilmington).

How much funding has Puzzle raised?

Puzzle has raised $51.5M in total (latest round: Series A, 2023).

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