Account Executive

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 an Account Executive at Lassie, you'll help the doctors’ offices understand what becomes possible when AI agents take on real operational work. You know how to build a pipeline, run demos, diagnose customer pain (or identify goals), build trust with SMB owners and staffers, and close customers ready to run a more automated office.

• Own a full-cycle SMB sales motion (prospecting, demos, follow-ups, close) against a monthly quota

• Represent the Lassie brand and unlock referrals by building relationships with doctors, business owners, and communities

• Improve Lassie's GTM playbook: what messaging converts, how to handle objections, and what the ideal customer looks like

• Bring market feedback to product, marketing, and leadership so our pitch and product keep getting sharper

• You have 1–5 years of experience selling to small businesses

• You built your own pipeline before

• You move faster than everyone around you without sacrificing quality

• You know how to read the room, ask for the sale, and get a deal done

• You build real relationships with buyers, not transactional ones

• You call things as they are (a weak pipeline, an objection, and more) and help fix them

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.