Lawnstarter Pro Experience Role
LawnStarter is the nation's leading on-demand marketplace for lawn care and outdoor services, with over $100M in annual bookings. We connect homeowners with vetted local service professionals (Pros) who handle everything from weekly mowing to pool cleaning. We're profitable, growing 30%+ YoY, and expanding beyond lawn care to become the one-stop shop for all outdoor home services.
Our marketplace runs on supply. We have 10,000+ active Pros across the country, and their engagement, quality, and retention directly determine whether we can capture demand and grow. Right now, the supply is fragile, roughly 60% of onboarded Pros never complete a first job, and we're losing millions of dollars in annual revenue because we don't have enough Pros in the right places.
The Pro Experience function exists to close that gap. This is the team that most deeply understands what Pros experience, what they need to succeed, and what makes them stay, and translates that understanding into communications, programs, and internal advocacy that move supply metrics.
You'll own how LawnStarter communicates with Pros, across every touchpoint, across the full lifecycle, with a clear goal: more Pros succeeding on the platform.
Today, most Pros experience LawnStarter as a job board, work comes in, they do it, they get paid. You'll change that. You're building the communications experience that makes Pros feel like LawnStarter is invested in their success: a platform that helps them grow their business, get better at their craft, and earn more over time. That's the brand you're building, not for homeowners, but for the 10,000+ small business owners who power the marketplace.
This isn't a traditional CRM role or a brand role. It's supply-side product marketing. You're designing the communications experience that keeps our supply base activated, informed, motivated, and growing. That means owning the strategy for Pro-facing communications across in-product messaging, community, help content, incentive programs, and internal Pro advocacy with execution support from cross-functional partners.
What makes this role different:
- The timing is right. We're profitable and growing 30%+ YoY. Bettermode is our community, incentives, and training hub for Pros. And we've built Brain, an internal knowledge system powered by AI that accelerates how we research, build, and ship. The pieces are in place, what's missing is the strategic and hard working owner who connects them into a coherent Pro experience.
- You're building the infrastructure. There's no documented Pro positioning statement, no messaging playbook to inherit. You'll design the processes, not just run them.
- Your north star is supply, not engagement. Open rates and community posts are proxies. The real question is: are more Pros completing their first job? Are they active at 30, 60, 90 days? Are high-quality pros churning? Are they succeeding?
- You'll be the internal voice of the Pro. Product, Ops, and Support will come to you when they need to understand how Pros will react to something. You'll push back when the company is about to do something that will land wrong.
What You'll Own:
- In-product messaging: Partner with Product to design and maintain the system for Pro-facing in-app communications, communicating platform changes, incentives, and performance data at the right moments in the Pro journey.
- Community, upskilling & brand voice: Pro community building in Bettermode, which includes engagement strategy, content cadence, and the tone of voice for all Pro-facing communications. Pros are small business owners, not gig workers, the voice should reflect that. Define the vision for Pro Academy (training, upskilling, potential partnerships like Greenius); work with partners on content production and delivery.
- Pro help content: Strategy for the knowledge base, FAQs, and how-to content that let Pros find answers without contacting support. Work with PMs on help content for feature launches and platform changes. Measure success by deflection, not just views.
- Internal Pro advocacy: Own the Pro listening system, interviews, call reviews, Bettermode monitoring, support trend analysis, and route insights to product, ops, and support in ways that drive actual decisions.
- Gamification & incentive programs: Own how challenges, badges, and tier-based incentive programs are communicated to Pros across the full lifecycle, from early activation through long-term retention. Product and Data design the incentive structures; you ensure Pros understand, engage with, and are motivated by them.
Problems to Solve:
- 60% of onboarded Pros never complete a first job.
- Pro communications are fragmented.
- Pro feedback doesn't flow back to decisions.
- High-value Pros eventually build their own businesses, and we lose them.
What Success Looks Like (Year 1):
- More onboarded Pros complete their first job Significant improvement (5+ percentage points) in 30-day activation rate.
- Pros sentiment is measurably improving. You've established the baseline and can show the trend.