The Ride Platform Lifecycle Copywriter Contract

About 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 , , , and 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.