An application made for this job — a tailored resume and cover letter that speak straight to the posting.
Remark is seeking a strategist to design and build brand-specific AI advisor experiences. You will own launches end-to-end, architect the platform setup, and craft prompts to turn a general model into each brand's expert advisor with its own voice and deep product knowledge.
You will test, iterate, and optimize to drive engagement and revenue. The role emphasizes hands-on AI development, API integrations, and collaboration with merchant success, product, and engineering.
Join us at Remark
Remark is the AI client advisor for elevated brands. We work with 70+ of them, including J.McLaughlin, Veronica Beard, Ariat, and Backcountry, to bring the in-store advisor experience online: collection expertise, curated edits, virtual try‑on, and guidance from consideration to decision.
The problem we're solving is simple. A great boutique converts around 30% of the people who walk in. The same brand's website converts about 2%. The difference is the advisor. For decades luxury was sold through guidance, trust, and taste, and online most brands got the same flat storefront as everyone else. We're fixing that.
We started as Outdoorly, a marketplace of outdoor product experts. Their 60,000+ advisor conversations became the training data behind Remark's AI. We've raised about $27M from investors including Stripe and Inspired Capital, and we're a team of technologists, operators, and people with real taste who care as much about how an experience feels as whether it works.
The title says strategist. The job is building. You design how each brand's advisor should work, then you build it yourself, from signed contract to a live advisor handling real client conversations.
You'll own each launch end to end, but most of your time goes to the build itself: architecting the brand's setup across the platform, designing automations in our workflow builder, wiring integrations, and shaping the AI. You'll craft the prompts, knowledge, and logic that turn a general model into that brand's own expert advisor, one that speaks in its voice, knows the collection cold, and guides clients with taste. Then you'll measure it and tune it until it performs.
No two brands are alike, so no two builds are. When a brand needs something the platform doesn't do out of the box, you engineer the way to make it happen.
If you're technical, endlessly resourceful, and energized by using AI in ways most people haven't tried yet, this is a rare chance to build the systems behind how the world's most discerning brands show up online.
$85K–$135K base, depending on experience.
Remark is an equal opportunity employer. We're building a workplace where everyone can belong, and we encourage applicants from all backgrounds.