About
Puzzle is an AI-powered accounting platform rebuilt from scratch with a smarter general ledger. Raised $66.5M+ including $30M round led by S32 and XYZ Capital with General Catalyst, Felicis, Kapor. Automates up to 90% of routine accounting tasks. Integrates with Stripe, Gusto, Rippling, Mercury, Brex, Ramp, Pulley. Founded 2019 in SF by Sasha Orloff (prev. LendUp) and John Cwikla. 50+ CFO angel investors.
Key Facts
- [1]Founded: Founded in 2019 in San Francisco, United States.
- [2]Funding: Total funding: $67M. Last round: Jan 2025. Stage: Growth.
- [3]Employees: Employee count: 11-50.
- [4]Website: Official website: puzzle.io.
- [5]AI Technology: Core AI/ML technologies: Predictive ML.
- [6]Region: Region: Americas (United States).
Founder
Sash Khatoon
Co-founder & CEO
AI Technology
Predictive ML
Traditional ML algorithms for classification, regression, and scoring models
Classification
Market Segments
Tech Stack Layers
Details
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View allFrequently Asked Questions
What is Puzzle?
Puzzle is an AI-powered accounting platform rebuilt from scratch with a smarter general ledger. Raised $66.5M+ including $30M round led by S32 and XYZ Capital with General Catalyst, Felicis, Kapor. Automates up to 90% of routine accounting tasks. Integrates with Stripe, Gusto, Rippling, Mercury, Brex, Ramp, Pulley. Founded 2019 in SF by Sasha Orloff (prev. LendUp) and John Cwikla. 50+ CFO angel investors. Puzzle is classified in the Enterprise Finance segment at the Applications layer of the financial AI stack.
Who founded Puzzle?
Puzzle was founded by Sash Khatoon (Co-founder & CEO) in 2019 in San Francisco, United States.
How much funding has Puzzle raised?
Puzzle has raised $67M in total funding, placing the company at the Growth stage. The most recent round closed in Jan 2025. Among 79 funded Enterprise Finance companies, Puzzle ranks #41 by total capital raised. (Source: AIFI Map directory.)
What AI technology does Puzzle use?
Puzzle primarily leverages Predictive ML technology. Traditional ML algorithms for classification, regression, and scoring models. Within the Enterprise Finance segment, 58 companies use this technology.
What market segment does Puzzle operate in?
Puzzle operates in the Enterprise Finance market segment. AI enterprise finance companies are automating and enhancing the financial operations of businesses — from accounting and treasury management to financial planning, analysis, and corporate finance.
Where is Puzzle headquartered?
Puzzle is headquartered in San Francisco, United States. The company operates in the Americas region. The team consists of 11-50 employees. United States is home to 324 financial AI companies tracked by AIFI Map.
Who are Puzzle's competitors?
Companies similar to Puzzle in the Enterprise Finance space include Unit21 ($92M raised), Kaaj ($4M raised), Lendbuzz ($310M raised), Ramp ($2.3B raised), Brex ($1.5B raised). These companies operate in related areas of financial AI: Unit21 focuses on ai-powered fraud and aml platform. Kaaj focuses on agentic ai for small-business lending automation. Lendbuzz focuses on ai auto financing for underserved populations. (Based on AIFI Map classification data.)
What products does Puzzle offer?
Puzzle builds applications-layer solutions for the financial services industry. The company's core offering: Generative accounting platform for startups. The platform is powered by Predictive ML technology.





