Lead Product Manager, New Customer Experience

LawnStarter•Chicago, IL

13h•$170,000 - $210,000•Remote

About The Position

LawnStarter is hiring a Lead Product Manager to own the consumer’s first service experience, from first encountering the company through signing up and booking a first service. The role will define what this experience should become and build it in partnership with engineering, design, operations, marketing, and data. The work spans the home page and marketing site; signup and booking across LawnStarter, Lawn Love, and Home Gnome; funnel data; quotes, services, and scheduling; and checkout, including Apple Pay and Google Pay. This is a first-principles redesign rather than incremental funnel optimization. The Lead PM will evaluate whether the existing flow should remain, explore an AI-native and agentic signup experience using prototypes with real customers, and establish a path to validate the new experience before replacing the existing flow. The role also requires coordinating with stakeholders who own related pricing, Pro supply, and operations levers. The position is an individual-contributor role with Lead-level scope and no direct reports. The Lead PM will work closely with the Consumer Experience lead, the Pro Experience PM, the Pricing PM, and the Conversational AI & Agents lead, and will report to the Sr. Director of Product. Success in the first year includes a customer-grounded vision supported by leadership, a meaningful part of the experience shipped to real customers, improved signup conversion and first-service bookings, and high first-service customer satisfaction. The role is fully remote within the US. LawnStarter describes its work environment as frugal, with a lean engineering team and a partly legacy stack. Base salary is $170,000 to $210,000. Benefits listed include medical, dental, and vision coverage, flexible PTO, and equity.

Requirements

Bachelor’s degree in business, analytics, engineering, design, or a related field.
6+ years of product management experience on consumer-facing products.
Consumer product management experience focused on consumer experience.
Demonstrated ability to envision and ship a replacement for an established customer experience, rather than focus only on incremental optimization.
Customer-obsessed approach that considers both conversion and whether customers are satisfied with their decision and experience.
Experience shipping AI-powered or agentic consumer experiences.
Ability to prototype signup experiences with LLMs and agents, review customer transcripts, and use AI to analyze funnel data.
Ability to independently conduct funnel analysis and product analytics.
Strategic prioritization skills and ability to partner closely with design from the earliest sketches.
Ability to influence and collaborate across teams when relevant levers are owned by others.

Nice To Haves

Marketplace experience.
Personalization experience.
Experience building customer-adaptive experiences and understanding how signup changes affect Pros, pricing, and operations.

Responsibilities

Define the vision and roadmap for the consumer’s first service experience.
Own the home page and marketing site as the first impression and initial customer decision point.
Own signup and booking across LawnStarter, Lawn Love, and Home Gnome.
Analyze funnel data to understand where customers progress or leave.
Own the customer experience for quotes, service selection, scheduling, and payment, including Apple Pay and Google Pay.
Reconsider the existing signup and booking flow from first principles, using customer needs and evidence to determine which steps should remain.
Design and prototype AI-native, agentic signup experiences, and test them with real customers.
Develop a validation path for the redesigned experience before replacing the existing flow.
Collaborate with engineering, design, operations, marketing, data, and stakeholders responsible for pricing, Pro supply, and operations.
Conduct product analytics and funnel analysis directly, and use customer transcripts and AI tools to identify customer friction.
Ship a meaningful part of the redesigned experience to real customers and work toward higher signup conversion, more first-service bookings, and high first-service CSAT.