Lassie automates your admin — enrollments, payment posting, EFT reconciliation — so your team can focus on patients. Backed by a16z.
About the role
As Lassie's first finance hire, you'll build out the company's financial operations from the ground up. You'll work alongside CEO Steijn Pelle and Lassie advisor Jason Warnick (former CFO, Robinhood). You'll own the transition from founder-led finance to a world-class, AI-native function. This is a unique opportunity to build the systems that shape how Lassie grows and operates.
What they're looking for
- You've built operating models, scenario plans, and unit economics from scratch in a startup environment, and you can defend your assumptions with board-level rigor
- You're a hands-on operator: you've closed the books, managed vendors, and run payroll, not just managed people who do those things
- You translate complex financial data into clear insights for a non-finance audience and are comfortable presenting to founders, board members, and investors
- You have a track record of implementing finance systems and building processes from scratch. You know when the current tool is right-sized and when it's time to graduate, and you don't over-engineer
- You've designed or built AI-native workflows for finance tasks, or have a strong instinct for where AI eliminates manual work without adding fragility
More about this role
Our mission is to help small businesses run themselves. We’re starting with doctors’ offices, building autonomous systems that handle busywork and complete the workflows that keep the office moving every day. Our team is small, flat, and ambitious. We value craft, intellectual rigor, and direct communication.
As Lassie's first finance hire, you'll build out the company's financial operations from the ground up. You'll work alongside CEO Steijn Pelle and Lassie advisor Jason Warnick (former CFO, Robinhood). You'll own the transition from founder-led finance to a world-class, AI-native function. This is a unique opportunity to build the systems that shape how Lassie grows and operates.
This role is as strategic as it is operational. You'll be involved in every major financial decision, from daily tradeoffs to strategic finance projects, and you'll be the person who gives the leadership team confidence in where the company stands and where it's headed financially.
Establish and own the reporting of the company's key metrics (think active practices, ACV, ARR, net dollar retention, churn, payback period) so you can measure progress
Build and maintain the company's financial operating...
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