The Ride Platform - Lifecycle Copywriter (Contract)

Responsibilities

• 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

Requirements

• 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
• 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