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LawnStarter is seeking a Senior Product Manager, Pricing to own their entire pricing and monetization domain. This role involves transforming three fragmented pricing systems into a unified dynamic pricing system, defining pricing strategies for over 24 services, and developing new revenue models like bundles and add-ons. The ideal candidate is AI-native, a systems thinker with a strong technical aptitude, data-informed, and a patient builder focused on long-term infrastructure development. This is a fully remote position.
About LawnStarter
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.
About Pricing at LawnStarter
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.
The Role
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.
What makes this role different:
What You'll Own
Problems to Solve
Three pricing systems that can't talk to each other. Pre-priced tables (1.8M+ rows of static lookups), instant quote logic (hardcoded per-service rules across APIs), and manual Pro quotes. None can combine location + frequency + brand + supply-demand into one decision. You'll architect the migration to a unified system without breaking pricing that 100K+ customers rely on today.
Mowing is 90%+ of revenue and stuck on static pricing. Our biggest service can't apply dynamic variables like supply tightness, seasonal demand, or channel discounts. A $3 price change swings conversion by ~10%. You'll partner with the data team to build pricing intelligence into mowing without destabilizing the core business.
24+ services need to migrate, each one different. Bush trimming, pool cleaning, landscaping, leaf removal — different pricing variables, ordering flows, customer expectations. You'll define the migration sequence and determine which services get dynamic pricing vs. simplified models.
No bundles or add-ons exist. Customers can't bundle services for a discount or add options to their mowing — a major untapped revenue and retention opportunity. You'll design the pricing architecture that makes bundling possible.
What Success Looks Like (Year 1)
Who You Are
AI-native. You use AI daily — scenario modeling, pricing analysis, data exploration, drafting specs. You push AI into parts of your workflow others haven't thought of yet. This is unlikely to be a good fit if you view AI as a novelty rather than a core productivity lever.
A systems thinker who architects platforms, not just sets prices. You see pricing as a system: inputs, rules, feedback loops, edge cases. You can design a pricing architecture that handles 24 services across 3 brands with different economics — and explain it to an engineer in a way they can build. This is unlikely to be a good fit if your pricing experience is limited to spreadsheets or optimizing a single product's price point.
Data-informed, not data-dependent. You partner with the data team to define what to optimize and interpret results. You know when the data is insufficient and a judgment call is needed. This is unlikely to be a good fit if you either ignore data or refuse to move without perfect information.
Technically fluent. You work directly with engineers on API design, discuss schema tradeoffs, and review technical design docs with real feedback. You don't write code, but you earn engineering's trust by speaking their language. This is unlikely to be a good fit if you treat engineering as a black box or need everything translated into business terms.
A patient builder. The pricing gains require infrastructure first — a pricing API, a data product, migration tooling. You're energized by building the foundation, not frustrated that the payoff isn't immediate. This is unlikely to be a good fit if you need quick wins to stay motivated or lose interest when the work is foundational.
Monetization-minded. You see bundles, add-ons, service availability, and frequency pricing as revenue levers, not just features. You naturally think about margin, willingness to pay, and Pro economics. This is unlikely to be a good fit if you think of pricing as a one-time decision rather than an ongoing optimization problem.
This Role Is NOT
Compensation & Benefits
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.
