Lead Product Manager, AI Agents

Our BHAG: 1+ job per household, every year. Getting there means winning on four fronts at once: more customers, more Pros, excellent service for both sides, and an AI-run company that moves faster than its size should allow.

About AI Agents at LawnStarter

Our mission: power every AI experience. For homeowners and for Pros (the lawn care providers on our marketplace), conversational AI can do far more than answer questions. It can skip a service, reschedule a visit, or book a new one mid-conversation, even when the customer's own AI agent is the one talking. And it doesn't have to live only in a chat window: we're bringing agentic experiences into the workflows homeowners and Pros already use, so the product does the work for them wherever they are. You'll decide what that looks like for both sides, then ship it.

The Role

This is LawnStarter's first core AI PM role. You'll own our conversational AI and agent experiences for consumers and Pros: the chat, the actions it takes, the moment it hands off to a person, and how outside AI agents work with us. Beyond chat, you'll bring agentic experiences into existing consumer and Pro workflows, so AI takes action inside the product rather than alongside it.

As Lead PM, you're an individual contributor with Lead-level scope, reporting to the Sr. Director of Product. The AI experiences you power will often sit inside surfaces other PMs own, so you'll share goals with the Customer Experience lead, the First Service Experience lead, and the Pro Experience PM, and build with engineering, applied science, design, data, customer service, and operations.

What makes this role different

Problems to Solve

From answering questions to solving problems.

A chatbot that explains how to reschedule is useful. One that understands what the customer or Pro actually needs, recommends the right thing, and then does it for them is a different product, and a riskier one. Sometimes the best answer isn’t the action they asked for: a skip might be better as a reschedule, or a one-time booking better as a plan. You’ll decide which actions the AI takes on its own, which need confirmation, and what happens when it gets one wrong.

Knowing when to hand off, and doing it well.

Some conversations belong with a person. Which ones? And can the bot tell before the customer gets frustrated? When the handoff comes, the support agent should pick up with full context so the customer doesn't repeat themselves.

When the customer's agent is the one asking.

Sometimes the one talking to LawnStarter won't be a homeowner. It'll be their own AI agent, such as ChatGPT, asking about a service, booking one, or changing it. You'll work out what we let an outside agent do and how the customer stays in control.

Evals and guardrails for two audiences.

A good answer for a homeowner isn't a good answer for a Pro. You'll build the evals that tell us when an AI experience is good enough to ship and when its quality slips, plus the guardrails that keep it safe once it's live.

AI shaping the experience: AI experiences live for consumers and Pros, and shaping a meaningful share of how both sides interact with LawnStarter, measured by:

LawnStarter provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, or genetics. We comply with applicable state and local laws governing nondiscrimination in employment.

This Role Is NOT

Bachelor’s degree in business, analytics, engineering, design, or a related field, or equivalent practical experience, plus 6+ years of product management experience on consumer-facing products.

• Equity: AI is how LawnStarter plans to move faster than its size, and this role decides how that shows up for customers and Pros. Equity means you share in what that builds.

• Base salary: $170,000 to $225,000

• Healthcare: Medical, dental, and vision

• Location: Fully remote (US). Evals, transcripts, and failure cases reward deep focus, and remote work protects it.

• PTO: Flexible. We focus on results. Take what you need.