Lifecycle Manager Jobs in Bolingbrook, IL (NOW HIRING)

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.

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.

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.

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 use AI to monitor the send data so a message that arrives late, sends twice, or contradicts another channel gets caught and diagnosed on its own - and where it's safe to do so, corrected before a support ticket tells us about it.
• Ideas that aren't on this list - We expect you to arrive with approaches we haven't considered, and if the tooling shifts six months from now, we expect to hear about it from you first.

Whoever takes this role should end up being the person the rest of us come to when we want to work this way. If you've been the most advanced AI user everywhere you've worked, this is a job where that really counts for something.

We'll ask you to show this work, so come prepared to walk us through what you've built and what it did.

• You do the work yourself - There's no agency and no contractor pool. You write the message, build it in Braze, send it, and read the results.
• The build is generated, not hand-made - Message content gets into Braze because you wrote the skill that puts it there, not because you hand-built the hundredth variant in the composer. If that sounds like the interesting part of the job rather than something to get through, we should talk.
• The program already works - You're not starting from nothing, and you're not cleaning up after someone else. You're taking something that already performs and making it considerably better.
• You'll implement brand strategy - None of our three brands has a written voice or design standard applied to its messaging, which leaves roughly 1,750 messages waiting to be rewritten and redesigned (AI first). You'll partner with the brand team to create the look and feel for three distinct brands.

How we use AI, and the tooling that does it

What gets automated, what gets personalized, what an agent handles, and what stays human. You set that direction and then build it yourself: the skills, the prompts, the Braze API calls, and the checks that run against the output. We've tested the lead drip hard for two years and there are no easy gains left. What remains is personalization and segmentation at a level of detail no person can produce by hand. We know where the opportunity is. Nobody has built the thing that captures it.

Strategy and roadmap

The full customer journey across all three brands, covering lead conversion, onboarding, retention, and winback. You decide what gets built and in what order. Most of our testing has gone to the start of the funnel, so we have tested retention and winback far less - even though a customer we keep is worth considerably more than a lead we convert. That's the clearest open opportunity in the program.

Every message, and the words in it

Email, SMS, in-app, and push: who gets it, what triggers it, when it arrives, how often it repeats, and whether it's right before it sends. You write the copy yourself, and what you write is what customers read.

The brand build

Roughly 1,750 message templates were built one message and one test at a time, each built to convert, but no voice or design standard was ever applied because none was ever written. You'll partner with the brand team to write those standards, then apply them to every message across all three brands - sequenced, tracked, and shipped as a program. The writing isn't the hard part. The hard part is doing that much work while the program keeps running, and having the discipline to leave the messages that already win alone.

Transactional health

Roughly 400 messages go out about 63,000 times a day, telling customers their Pro is on the way, the work is finished, their payment failed, or their Pro has changed. They're the messages we send most often and the ones customers trust most, and nineteen of those journeys fire across email, SMS, and push simultaneously. When one arrives late, says the wrong thing, sends twice, or contradicts what another channel said an hour earlier, the customer notices before we do. You'll build the monitoring that catches it and stay with engineering and support until it's actually fixed.

Measurement, and what counts as a result

The testing roadmap, the analysis behind it, and the call on what becomes the new control. You set the bar for significance and you don't lower it, including when the answer is that your own idea lost.

The division of work with CRO

They own what happens on the page; you own what happens in the message. When something involves both - a quote abandoned on-site, a price that surprised someone - you'll work it out together.

• AI is doing work we couldn't do before - more than one capability in production, each handling something no person here could have done by hand, and each with a measured result
• Conversion is up- more leads become customers in the window you own, and the tests demonstrate it
• Retention has moved- a winback and retention program tested as rigorously as the lead drip is today, with impact you can measure
• Test velocity is considerably higher - many more tests each quarter than we run now, held to the same standard for what counts as a result
• Transactional problems get caught, not reported - you learn a message has broken from your own tracking rather than from a support ticket, and there's a record of what broke and what you did about it
• Every message carries the brand - all three brands rewritten and redesigned, with conversion performance maintained