Senior Lifecycle Marketing Specialist — Email & SMS

The Opportunity
LawnGuru runs on two-sided trust: homeowners who need outdoor work done and the local contractors who show up to do it.

Today, the communications that help build and maintain that trust—from booking confirmations and provider onboarding to seasonal campaigns, service reminders, and win-back programs—run through Customer.io without a dedicated channel owner.

We're hiring a Senior Lifecycle Marketing Specialist to change that.

You'll take ownership of our email and SMS lifecycle strategy and turn Customer.io into a true lifecycle engine for both sides of the LawnGuru marketplace. You'll have the opportunity to audit what exists today, identify gaps and opportunities, and build a more sophisticated lifecycle program that drives bookings, customer retention, provider activation, and long-term engagement.

About LawnGuru
LawnGuru is an online marketplace connecting customers with local lawn and landscape professionals for a wide range of outdoor property services, including lawn mowing, snow removal, yard cleanups, mulching, aeration, weeding, and more.

Many of these services are recurring annually, seasonally, or more frequently, and each has an ideal window during the year.

That creates a unique lifecycle marketing opportunity: reaching the right customer or contractor with the right message at the right time.

Email and SMS are among our highest-leverage channels for educating customers about services they may need, driving repeat bookings, activating and retaining contractors, and keeping both sides of our marketplace engaged throughout the year.

About the Role
You'll own LawnGuru's email and SMS lifecycle channels end to end, including strategy, execution, experimentation, deliverability, reporting, and results.

Working primarily in Customer.io, you'll build and optimize lifecycle programs for both customers and service providers across onboarding, activation, cross-sell, seasonal campaigns, retention, win-back, transactional messaging, and more.

You'll combine behavioral data, segmentation, service seasonality, and experimentation to deliver relevant communications at the moments they're most likely to drive action.

This is a hands-on ownership role. You'll be expected not only to build campaigns, but also to identify opportunities, develop the lifecycle roadmap, measure business impact, and continuously improve how LawnGuru communicates with customers and providers.

What You'll Do
Own Customer.io end to end, including campaign builds, journeys and workflow logic, segmentation, personalization, list hygiene, experimentation, and platform administration.

Audit our existing email and SMS programs and develop a lifecycle roadmap that identifies gaps, opportunities, and priorities across the customer and provider journeys.

Learn LawnGuru's full service catalog—including lawn care, snow removal, yard cleanups, mulch, aeration, weeding, and more—and build a seasonal marketing calendar around when each service is most relevant.

Design and optimize distinct lifecycle programs for customers, including onboarding, activation, booking reminders, cross-sell, seasonal re-engagement, retention, reviews, and win-back.

Build lifecycle programs for contractors focused on onboarding, activation, seasonal readiness, engagement, retention, and reactivation.

Educate customers about recurring and seasonal property services they may not know they need, using behavioral, geographic, and seasonal signals to deliver relevant messaging.

Develop coordinated email and SMS strategies, choosing the right channel and timing based on urgency, customer behavior, and lifecycle stage.

Build and maintain transactional communications—including booking confirmations, receipts, reminders, and service updates—in partnership with product and engineering.

Develop a structured experimentation program across subject lines, content, offers, timing, frequency, segmentation, and journey logic.

Use personalization and behavioral segmentation to make communications increasingly relevant based on factors such as service history, location, lifecycle stage, engagement, and marketplace activity.

Own email deliverability and sender health, including SPF/DKIM/DMARC, list hygiene, sender reputation, inbox placement, suppression strategy, and monitoring.

Define and report on lifecycle performance, connecting channel metrics to business outcomes such as bookings, conversion, repeat rate, customer retention, provider activation, and revenue.

Turn performance data and experimentation results into a continuously evolving testing and optimization roadmap.

Partner with marketing, product, engineering, operations, sales, and fulfillment teams to ensure communications reflect what's actually happening across the marketplace.

What We're Looking For

Required:

• 4+ years of hands-on email marketing experience with meaningful ownership of automated customer journeys.
• Strong hands-on experience with Customer.io or a comparable lifecycle marketing automation platform. Direct Customer.io experience is strongly preferred.
• Experience building sophisticated behavioral and event-triggered lifecycle campaigns, not just scheduled or promotional email sends.
• Experience owning both marketing and transactional communications for a digital product, marketplace, or platform.
• Experience using segmentation, personalization, experimentation, and automation to improve conversion, engagement, or retention.
• Working knowledge of email deliverability fundamentals, including authentication, list hygiene, sender reputation, suppression management, and inbox placement.
• Strong analytical skills and the ability to connect lifecycle marketing performance to business outcomes rather than relying solely on opens and clicks.
• Ability to work independently and take ownership of a channel—from identifying opportunities and setting priorities to implementation, measurement, and optimization.
• Strong written and spoken English communication skills and comfort collaborating across a remote team.

Preferred:

• Experience with a two-sided marketplace, gig economy, on-demand platform, or similar business model.
• Familiarity with communications and lifecycle programs for independent contractors or gig workers.
• Experience marketing seasonal or recurring services where timing, geography, weather, or customer education influences demand.
• Hands-on experience developing coordinated email and SMS lifecycle programs.
• Experience with A/B testing, holdout groups, or other methods for measuring the incremental impact of lifecycle campaigns.
• Basic HTML/CSS skills for email template creation and troubleshooting.
• Familiarity with Slack, Trello, Figma, and Google Workspace.