---
title: 'Deployment Strategist at Lassie'
canonical: 'https://feeny.ai/job/deployment-strategist-lassie-san-francisco-drd0k50jxdfz'
type: 'job'
last_seen: '2026-09-08'
---

# Deployment Strategist at Lassie

- **Company:** Lassie
- **Location:** San Francisco, CA
- **Employment:** full-time
- **Posted:** 2026-06-03
- **Last confirmed live:** 2026-09-08
- **Apply:** https://jobs.ashbyhq.com/lassie/19493179-d4ea-476e-af9f-218684228879

## 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 one of Lassie's first Deployment Strategists, you'll guide hundreds of small businesses from signup to their first automated workflow and ultimately to a business that runs itself with Lassie. You'll own customer health across a growing book of accounts: setting up agents, guiding owners through change management, minimizing churn, and preparing accounts for expansion.

You'll also help define how customer success works at Lassie. You'll build the playbooks for implementation, account management, and retention, and set the bar for customer obsession that future hires will meet. You are the voice of the customer, internally working directly with product and the founders to make sure customer needs are heard, understood, and met with excellent solutions.

## WHAT YOU'LL DO

- Own and manage a book of accounts spanning the full customer lifecycle, scaling with our path to thousands of customers
- Run the onboarding process so every new practice can quickly and effectively implement the Lassie Agent in their practice
- Hold regular business reviews with practice owners, intervene early on churn risk, and identify expansion opportunities
- Build and refine the implementation, account management, and retention playbooks that future CS hires will run
- Drive a structured feedback loop with product, sales, and marketing. Your learnings shape the product, and our go-to-market strategy

## WHAT WE'RE LOOKING FOR

- You're customer-obsessed: if a customer has a problem, you find a way to make it right and take pride in exceptional customer experience
- You've operated at an early-stage startup, preferably working directly with founders. Bonus: you've built onboarding or CS playbooks from scratch
- You thrive on human interaction. You bring high energy into every call and are energized by building and maintaining strong business relationships
- You're a fast learner who can quickly become a trusted expert for the small business owners of America
- You can sell value: communicate outcomes, handle objections, and guide people through change with patience and confidence
- You already use AI tools daily to build and operate, and you're comfortable troubleshooting how AI agents work in practice

## 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

- [Customer Operations](https://feeny.ai/job/customer-operations-lassie-san-francisco-9xcdvt52pnkt) — San Francisco, CA
- [Product Marketer](https://feeny.ai/job/product-marketer-lassie-san-francisco-azc7w4skhg7k) — San Francisco, CA
- [Software Engineer, Security](https://feeny.ai/job/software-engineer-security-lassie-san-francisco-gnrbq9v27r8m) — San Francisco, CA
- [Software Engineer, Platform](https://feeny.ai/job/software-engineer-platform-lassie-san-francisco-3ws635j9a6sb) — San Francisco, CA
- [Business Operations](https://feeny.ai/job/business-operations-lassie-san-francisco-qkcvsexd811a) — San Francisco, CA
- [Software Engineer, Product](https://feeny.ai/job/software-engineer-product-lassie-san-francisco-5bb7fm994643) — San Francisco, CA
- [GTM Associate](https://feeny.ai/job/gtm-associate-lassie-san-francisco-bj78xh1menjb) — San Francisco, CA
- [Head of Finance](https://feeny.ai/job/head-of-finance-lassie-san-francisco-jjz1sh9ebtez) — San Francisco, CA
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