---
title: 'Head of Finance at Lassie'
canonical: 'https://feeny.ai/job/head-of-finance-lassie-san-francisco-jjz1sh9ebtez'
type: 'job'
last_seen: '2026-09-15'
---

# Head of Finance at Lassie

- **Company:** Lassie
- **Location:** San Francisco, CA
- **Employment:** full-time
- **Posted:** 2026-06-03
- **Last confirmed live:** 2026-09-15
- **Apply:** https://jobs.ashbyhq.com/lassie/3b76ef54-2d0f-4c64-a16a-4d76c3899afd

## Job description

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.

## 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.

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.

## What you'll do

- 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 model, including scenario planning and tradeoff visibility, so leadership can make confident resource and growth decisions
- Ensure an accurate, timely monthly close and deliver financial statements that give leadership an actionable view of the business
- Own the full FP&A cycle: budget, quarterly actuals, monthly reporting
- Serve as the CEO's key finance partner through future fundraises
- Build scalable, AI-native finance infrastructure across accounting, forecasting, spend management, and payroll, choosing tools that reduce complexity and grow with the company without overbuilding
- Lead strategic finance work beyond the core: pricing structure, sales commission design, rev ops foundations, and more

## What we're looking for

Must-have

- 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

## Nice to have

- You've owned a fundraising process or been the key finance partner in one. You know how to organize a data room, work through diligence questions, and build investor confidence through metrics and narrative
- You've managed a transition from outsourced to in-house accounting
- You've worked on rev ops, pricing strategy, or sales commission structures alongside core FP&A work

Joining us To start, you'll have a handful of conversations with our team and founders. If there is mutual excitement, we'll invite you to the office where you'll work on a small project and meet the team.

## About Lassie

## Company Overview
- **One-liner**: Lassie builds AI agents that run the financial and administrative busywork for independent doctors’ offices, starting with dental practices.
- **Entity Type**: Private (Series A funded)
- **Headquarters**: San Francisco, California, United States
- **Founded**: Not publicly available (likely around 2023–2024 based on a16z investment timing)
- **Founders**: Steijn Pelle (CEO & Co-Founder) and Frédéric Renken (Co-Founder)

## Core Business
- **Primary industry**: Healthcare technology / Revenue Cycle Management (RCM) for small practices
- **Target customers**: B2B – independent dental and medical practices (SMBs)
- **Mission**: Put small businesses on autopilot so healthcare providers can focus on patient care; ultimately build toward “the small business that runs itself.”

## Products & Services
- **Lassie AI Agent**: An autonomous software agent that handles end‑to‑end revenue‑cycle workflows. It enrolls electronic payments, reconciles EFTs, posts payments to the practice management system, flags underpayments and denials, and handles insurance claims. The agent operates directly within the practice’s existing systems and, according to the company, posts 98% of payments without human input. [lassie.ai](https://www.lassie.ai/)
- **Lassie Q&A & Dashboard**: Lets practice owners ask questions about claims, cash flow, and daily metrics; the agent provides real‑time answers.

## Market Standing
- **Valuation/Market Cap**: Not disclosed
- **Key Metric**: Annualized Revenue > $10 million (as of June 2026, reported by a16z)
- **Total Funding**: $35 million Series A led by Andreessen Horowitz (June 2026), with participation from Homebrew, SV Angel, and Go Global Ventures. [a16z.com](https://a16z.com/announcement/investing-in-lassie/)
- **Notable Investors/Partners**: Andreessen Horowitz (lead), Homebrew, SV Angel, Go Global Ventures
- **Growth Signals**:
  - Trusted by 700+ practices across 49 U.S. states. [lassie.ai](https://www.lassie.ai/)
  - Growth driven largely by referrals and inbound demand.
  - Headcount of ~22 employees (as of mid‑2026), with a 2.7% monthly growth rate. [linkedin.com](https://www.linkedin.com/company/lassie)
  - 250,000 hours of labor returned to practices annually.
  - Expanding beyond dental into broader small‑business automation.

## Competitive Advantages
- **Deep workflow integration**: Lassie connects directly to existing practice management systems and learns from every completed workflow, building a proprietary knowledge layer that generic AI models cannot easily replicate.
- **Autonomous execution**: Unlike copilots that require human review, Lassie acts independently on 98% of payment posting and claims tasks, catching underpayments and missing claims that would otherwise slip through.
- **First‑mover in dental vertical**: Dental practices have structured, repetitive, high‑value workflows with acute staffing pain, providing a defensible beachhead before expanding into other SMB verticals.

## Strategic Focus
- **Scale within dental**: Deepen product capabilities and automate more workflows (billing, insurance negotiation, scheduling).
- **Expand beyond healthcare**: Apply the autonomous‑agent model to other small‑business verticals (e.g., contractors, retail) where “the small business that runs itself” is the ultimate goal.
- **Build the team**: Currently hiring founding‑level roles (Growth Lead, Recruiter) to scale go‑to‑market and talent acquisition. [jobs.ashbyhq.com](https://jobs.ashbyhq.com/lassie)

## Why Work Here
- **Early‑stage impact**: Join a lean, ambitious team (<25 people) backed by top‑tier investors (a16z) and already generating meaningful revenue. Every hire is a founding‑level contributor.
- **Hard, unsolved problems**: Lassie is pushing the boundary on autonomous systems for SMBs – combining AI, integrations, and operations in a single product.
- **Culture**: The company values craft, rigor of thought, direct communication, and shared optimism about the future. [lassie.ai/company](https://www.lassie.ai/company)
- **Work policy**: Not explicitly stated, but the team is concentrated in San Francisco (HQ) with additional presence in India and the Netherlands; given the early stage, a strong in‑person culture is likely.
- **Open roles** (as of mid‑2026): Founding Growth Lead (GTM), Founding Recruiter. [linkedin.com](https://www.linkedin.com/company/lassie)

## Sources
1. [lassie.ai](https://www.lassie.ai/)
2. [lassie.ai/company](https://www.lassie.ai/company)
3. [linkedin.com/company/lassie](https://www.linkedin.com/company/lassie)
4. [a16z.com](https://a16z.com/announcement/investing-in-lassie/)
5. [jobs.ashbyhq.com](https://jobs.ashbyhq.com/lassie)

## Other roles at Lassie

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