Deployment Strategist

The role

You will guide small businesses from signup to their first automated workflow. You will own customer health, build implementation playbooks, and work with product and founders to meet customer needs.

What you will do

• Lead onboarding and deployment.
• Configure AI agents to meet practice needs and guide customers through training.
• Drive activation during the first eight weeks.
• Improve onboarding and account management playbooks.
• Serve as the primary point of contact from kickoff through adoption and renewal.
• Monitor account health and train new staff.
• Build a structured feedback loop with Product, Sales, and Marketing.
• Drive retention by addressing customer concerns and managing cancellation requests.

Required qualifications

• Take ownership of customer problems and follow through to resolution.
• Have early-stage startup experience.
• Operate in a fast-moving environment.
• Bring warmth, enthusiasm, and curiosity to conversations.
• Learn new products and workflows quickly.
• Communicate product capabilities to business outcomes and navigate objections.
• Use AI tools in daily work to build, automate, and solve problems.
• Comfortable troubleshooting how AI agents work in practice.

Nice to have

• Building onboarding or customer success playbooks from scratch

Benefits

• Generous pre-IPO equity package

Before you apply

• You will have a handful of conversations with the team and founders.
• If there is mutual excitement, you will be invited to the office to work on a small project and meet the team.

About the company

Lassie helps small businesses run themselves by building autonomous systems for doctors' offices. The team is small, flat, and ambitious.