Puzzle: Empowering Statups with Real-Time Financial Intelligence

As a founder, in an ever-evolving economic landscape, having a clear understanding of your financial health isn’t just a nice to have; it’s a must-have. The unfortunate reality is that when you ask entrepreneurs, their CFOs, and their bookkeepers about the tools at their disposal today, you learn quickly that the current set of offerings is outdated and broken. That’s why Sasha Orloff decided to reconstruct the accounting toolkit from scratch, custom-built for founders and their teams. Startups deserve modern tools that give them access to real-time financial data at their fingertips, and Puzzle is doing just that, starting with an accounting refresh. 

The world of accounting today is static. Founders and their teams rely on data that is weeks, months, and sometimes years old while making critical business decisions every day. Whether they decide to handle their accounting needs themselves or bring in an accountant or bookkeeper, they’re spending hours on end trying to reconcile data and get a clear picture of where their business stands and even longer trying to accurately piece together mission-critical metrics like Cash Balance, Burn Rate, and ARR. To stay ahead of the curve, teams need tools purpose-built for high-velocity company scaling.  

Most founders don’t care that Puzzle rebuilt a state-of-the-art accounting general ledger from the ground up. What they care about is making sure that they are making the very best financial decisions for their business, their employees, and their investors. What they care about is that Puzzle allows them to integrate with all the tools they rely on to run their business daily, like Mercury, Ramp, Gusto, Brex, and Stripe. They care that every time they open Puzzle, they have a near-perfect picture of their business’s financial health, and they can quickly identify the elements that move the needle for them. Last but certainly not least, they care that they will save both time and money in the process. 

Our relationship with Sasha dates back over a decade to his days building and scaling Lendup & Mission Lane. We’ve had the great pleasure of backing Sasha again, this time with Puzzle, since they raised their seed round in 2019 and have had opportunities to double down along the journey. The team Sasha has assembled at Puzzle, and their accomplishments are nothing shy of incredible and truly a testament to the power of a customer-centered mission and steadfast commitment to building a monumental business. You don’t usually use the words “accounting’ and “exciting" in the same sentence. Since talking to customers, their love for Puzzle is undeniable. This feels like a transformational shift in accounting software.
We’re over the moon to triple down on our investment, leading Puzzle’s $30M round as they accelerate into the future of AI-powered financial intelligence, alongside the team over at S32 and our good friends over at General Catalyst.

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