Senior Lifecycle Marketing Manager

🏢 LawnStarter · all 2 jobs
📍 Chicago, Illinois, United States
📅 Posted Aug 31, 2026 · via WorkableBoard
🏷 Remote
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About LawnStarter

LawnStarter is the largest on-demand marketplace for lawn care and outdoor services in the country, booking more than $150M a year. We run three brands — LawnStarter, Lawn Love, and Home Gnome — on a single shared platform, and we're expanding beyond lawn care into the rest of home services.

About Lifecycle Marketing at LawnStarter

Our customers come to us with a problem they want solved now: the lawn needs mowing. Many of them start a signup and then stop, and what we say to them in the minutes, days, and weeks that follow is lifecycle marketing's job. At our volume, a tenth of a percentage point is real money.

The program spans three brands and roughly 1,750 unique message templates going out to customers today. It was built to convert, and it does. We've already put AI to work inside it — every SMS reply a lead sends us now routes to an AI rather than a person, and that change moved the numbers. That is a starting point rather than a finished program, and improving on it is your job.

The Role

You'll own the end-to-end customer lifecycle marketing across LawnStarter, Lawn Love, and Home Gnome, driving quantifiable growth through customer acquisition, reactivation, and cross-sell expansion. Ownership encompasses the strategy, roadmap, copy, execution, and measurement of every message we send, along with the health of the transactional messages our customers depend on.

AI is central to how you'll do this. You'll decide where and how AI does the segmenting, the copywriting, and the campaign build, so that you produce more messages and return more revenue.

The AI Bar

One of our core values is AI or Extinction: every task, AI-first, no exceptions and no excuses. We mean that literally, and this is the role where we expect it to show most clearly.

How the work actually gets done here . Our messages get built by driving agentic AI against our internal repo. That means writing the skills and prompts that generate email templates, Content Blocks, and the Liquid behind them, pushing them to Braze through its API, running them, checking the output, and fixing it when it's wrong. Campaign and Canvas structure gets assembled in the dashboard, but the content those steps reference is generated, versioned, and updated from the repo.

We run Claude Code today, and we'll keep using whatever is best for each part of the work. What you've used elsewhere doesn't matter to us — Codex, Cursor, Claude Code, something newer. What matters is that you've written skills and agents that do real work, rather than only prompting a chat window.

You will not be writing application code and you don't need an engineering background. You do need to be comfortable working against a repo and version control, treating an agentic tool as your normal way of getting work done, and able to read and correct the Liquid, HTML, and JSON it produces well enough to catch what the model got wrong before it ships.

We're not looking for someone who drafts a little faster with a chatbot. We're looking for someone who changes what lifecycle marketing is capable of doing:

- Personalization at a level of detail no person can produce by hand - Writing and personalizing for segments too small to manually create, and then testing at that size.
- Conversations rather than sends - Our inbound SMS for leads already routes to an AI, and you'll take that further into the lifecycle.
- Tests we wouldn't have thought of - Using models to find the segment, write the hypothesis, and interpret the result.
- Agents that handle the build - Skills you write that generate templates and Content Blocks, wire the Liquid behind them, check them against our rules, and catch a broken message before a customer ever sees it. Canvas structure still gets assembled in Braze, but everything it references comes from the repo.  
- Monitoring that runs without you - Roughly 400 transactional messages fire 63,000 times a day, and no person can check that by hand. You'll u

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