Senior Product Manager, Pricing

LawnStarter•Chicago, IL

2d•$140,000 - $185,000•Remote

About The Position

LawnStarter is the nation's leading on-demand marketplace for lawn care and outdoor services, with over $100M in annual bookings. We're expanding beyond lawn care to become the one-stop shop for all home services — operating across three brands (LawnStarter, Lawn Love, Home Gnome) on a single shared platform. Upfront pricing is our competitive moat. Most home service marketplaces make you find a Pro and wait for a custom quote. LawnStarter gives customers a price immediately and assigns a Pro. That's a huge differentiator — but it means we have to get pricing right at scale for services where the industry norm is custom quotes for everything. That tension — seamless upfront pricing vs. inherently custom work — is what makes this domain both critical and uniquely challenging. Today, pricing is split across three fragmented systems with no dedicated owner. You'll own the full pricing and monetization domain — from the infrastructure that powers every price we show to the strategy that determines what we charge, how we bundle, and where we expand. This is a transformation role. We're migrating from three disconnected pricing paradigms to a unified dynamic pricing system. The roadmap has 11 priorities, a dedicated engineering team, and no full-time product owner.

Requirements

AI-native: Daily use of AI for scenario modeling, pricing analysis, data exploration, and drafting specs.
Systems thinker: Ability to architect platforms and understand pricing as a system with inputs, rules, feedback loops, and edge cases.
Data-informed: Ability to partner with the data team to define optimization goals and interpret results, making judgment calls when data is insufficient.
Technically fluent: Ability to work directly with engineers on API design, discuss schema tradeoffs, and review technical design docs.
Patient builder: Energized by building foundational infrastructure like pricing APIs and data products.
Monetization-minded: Ability to view bundles, add-ons, service availability, and frequency pricing as revenue levers, considering margin, willingness to pay, and Pro economics.
Experience with pricing infrastructure, dynamic pricing strategy, and new revenue models.
Experience migrating legacy systems to unified platforms.
Experience defining pricing for multiple services with varying economics and customer expectations.
Experience designing pricing architecture for bundling and add-ons.
Experience with A/B testing frameworks for pricing changes.

Nice To Haves

Experience in the home services industry.
Experience with large-scale marketplaces.

Responsibilities

Own the entire pricing domain: Pricing infrastructure, dynamic pricing strategy, new revenue models, service availability.
Partner with the data team to define what to optimize.
Build the foundation for pricing infrastructure, including a new pricing API and data product.
Develop and execute the dynamic pricing roadmap, migrating three legacy pricing systems to a unified pricing service.
Define pricing strategy for 24+ services across mowing, non-mowing, and emerging verticals, balancing conversion, margin, and Pro economics.
Develop new revenue models such as bundles, add-ons, channel discounts, and frequency-based pricing.
Determine service availability based on supply, demand, and profitability signals.
Establish an experimentation framework for A/B testing pricing changes and measuring their impact.