# Deployment Strategist at Lassie

- Company: Lassie
- What the company does: Lassie automates your admin — enrollments, payment posting, EFT reconciliation — so your team can focus on patients. Backed by a16z.
- Company website: https://www.lassie.ai
- Type: Startups (AI role)
- Level: Mid level
- Location: San Francisco, CA
- Work setup: On-site
- Posted: 2026-06-03
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/lassie/19493179-d4ea-476e-af9f-218684228879
- Page: https://www.1752.vc/careers/jobs/lassie-deployment-strategist/

## 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.

## What they'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

Tags: Customer Success