Content Writer

Copywriter - Jerry - Remote: Since we launched our app in 2019, we’ve reached 5M customers, raised over $240M in funding, scaled our annual revenue more than 70X, and became profitable in early 2024 – just 7 years into our operating history, in spite of challenging macro conditions and in a hyper-competitive $2T U.S. market. We did this with an exceptionally talented team of analytical thinkers who are brilliant at experimentation and growth optimization. But what we don’t have is someone who obsesses over every single word we put in front of our customers and how we make them feel. Car ownership is a stressful and emotionally charged topic for most people, and right now, our messaging is very transactional (e.g. click here, shop with us). We need you to change that. Your job will be to think about what our customers actually need (or want) to hear from us, and how to fundamentally change how we speak to and care for them. Whether you’re crafting email sequences, push notifications, navigating a subreddit thread, or shaping how we talk about a new feature launch, you will be the voice of Jerry. And you will help us earn our brand and cultivate an enduring community. We spent the last 9 years building a product that people like, now we need to give them a reason to trust us and a reason to stay. Why you will (or won’t) like working here: * Blank canvas: You won’t inherit a brand playbook. You will build it in partnership with our CEO, including defining our personality and voice across all organic surfaces. * Hands-on: This is a senior level role in scope and impact, but you will be an IC with no direct reports on day one. You will personally write the email campaigns, draft the in-app tooltips, and talk to drivers on Reddit. * Car ownership is not “sexy”: Insurance, maintenance, and safety are only topics people think about when they have a bill to pay, a flat tire to change, or when they get into an accident. Anyone can market something inherently exciting, but can you build enthusiasm and trust around a “dry” topic? What you’ll own: We need someone who knows how to talk about a brand in ways that make people feel something and take notice. * Phase 1: Your sole focus will be overhauling our existing customer communications, including our CRM, email, SMS, and in-app copy. You will take our messaging from functional and direct to value-additive and relationship-driven. You will work closely with our Product, Design, Growth, and Customer Insights team to understand how to build trust, engagement, and as a result, drive long-tail conversion. * Phase 2: As our brand and voice begins to take shape, you will start taking bigger creative swings to help us stand out online (e.g., pitching and running a campaign where we give away a $150K car to the best driver on our DriveShield platform), own the… [Upgrade to PRO to see link]