About The Ride Platform

The Ride Platform backs the Operator Economy. We build marketplaces that help millions of people explore the world, and we give independent operators everything they need to turn vehicles into thriving businesses. Our brands Outdoorsy, Ride, Wheelbase, and Roamly connect rentals, fleet software, and purpose-built insurance in one ecosystem, so every new operator, traveler, and trip makes the whole thing better: more choice, lower costs, and the safety and control to keep growing.

We believe the next great wave of independent business is being built by operators: people who turn a car, an RV, or a whole fleet into something of their own. Our mission is to build the platform that backs them.

About The Role

Across our marketplace, insurance, and SaaS businesses, lifecycle messaging is one of our biggest levers for turning first-time and returning visitors into booked renters, engaged hosts and operators, and insured customers. We need a dedicated writer to raise the quality and volume of that messaging across Outdoorsy, Roamly, and Wheelbase lifecycle channels.

This copywriter will write lifecycle email, push, and SMS copy that moves renters, hosts, and insurance customers to their next step in the customer journey, in a voice that feels unmistakably Outdoorsy, Roamly, or Wheelbase.

This role reports directly to the Senior Lifecycle Marketing Manager and will work closely with the Lifecycle, Product, Design, Brand and Sales/Service teams.

Requirements

Key Responsibilities & Deliverables

Write seasonal and promotional blasts across Outdoorsy, Roamly, and Wheelbase, from summer travel and holiday weekend campaigns for renters to host recruitment, insurance offers, and operator product announcements, to drive revenue and cross-sell
Write and refresh automated flows for Outdoorsy renters and hosts, Roamly policyholders, and Wheelbase operators, including onboarding, booking and trip prep, abandoned checkout, policy renewal, and win-back, to drive conversion and retention
Deliver email copy complete — subject line, preheader, headline, body, and CTA — ready for design
Write 2-3 subject line, preheader, and CTA variants for every major send
Work with Design on layout and hierarchy so copy and visuals land together
Review test results with the Lifecycle team each month, apply what wins to future copy, and flag underperforming flows with proposed rewrites
Turn email messaging into push, SMS, and in-app copy that fits each channel's length and tone, keeping the message and offer consistent across a journey
Hit agreed deadlines and keep Lifecycle and Brand stakeholders updated on status
Speed up how we produce lifecycle copy by building a library of reusable email copy blocks, such as headers, CTAs, and legal blocks

Key Performance Indicators (KPIs)

90-Day Success: Write copy for :30 emails, 15 push and 10 SMS quarterly
Ongoing Metric: Email click-through and conversion rate vs. control on tested flows
Growth Goal: Deliver a reusable copy module library and voice guidelines covering both Outdoorsy and Roamly lifecycle programs

Who You Are (Candidate Profile)

Required Qualifications/Skills/Experience: 3+ years of lifecycle, CRM, or email copywriting, ideally at a consumer tech, marketplace, or startup company. A portfolio with live lifecycle emails, automated flows, and subject lines
Preferred Qualifications/Skills/Experience: Experience in insurance, fintech, SaaS, or a two-sided marketplace. UX or in-app writing a plus
AI-Proficient: You use AI tools like Claude and Gemini every day to research, draft, generate variants, and edit faster — and you know when to rely on your own judgment instead
Clear Communicator: You make complex topics like insurance coverage, payments, and policies simple to understand
Revenue-Driven: You know every subject line and CTA affects bookings, policies sold, and our partners' success
Execution-Minded: You have a bias for action and move quickly from brief to finished, test-ready copy
Technical Proficiency: Skilled in Iterable or a similar email platform (Braze, Klaviyo, Customer.io), Google Docs, and Figma

Benefits

What We Offer

Competitive Compensation: $55-$65/hour
Growth Opportunity: Join a company in its early stages and help build its success from the ground up
Flexibility: Work remotely or from our office in Austin, TX
Work-Life Balance: We offer marketplace discounts and maintain a culture that values the balance between work and adventure

Outdoorsy jobs

The Ride Platform - Lifecycle Copywriter (Contract)