# Founding Senior Product Engineer at Rollout

- Company: Rollout
- What the company does: Backed by Pear VC.
- Company website: https://www.rollout.com/
- Type: Startups
- Level: Senior
- Location: New York City
- Work setup: Remote
- Posted: 2026-07-17
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/rollout/ec01b62a-b185-4104-a87a-8b0592510257
- Page: https://www.1752.vc/careers/jobs/rollout-founding-senior-product-engineer/

## About the role

Take ambiguous, loosely specified problems — a Trello card, a customer complaint, a hunch — and turn them into shipped features, using AI tools to move fast and looping in me or others when it counts. Talk to customers directly, in Louisville and beyond, to understand what they actually need — and push back on ideas that sound good but won't hold up in the field.

## What they're looking for

- Track record of shipping real features end-to-end, from vague requirements to production, with minimal spec
- Comfortable using AI tools as a core part of building — not just autocomplete, but genuinely building features collaboratively with an LLM
- Solid technical judgment: you know your stack well enough to avoid costly mistakes, even if you're not the one designing the system architecture
- Business and user intuition — you can reason about why a feature matters, not just how to build it
- Strong communication skills across technical and non-technical audiences, including direct customer interaction
- Comfortable operating independently in ambiguity, while knowing when to ask

Tags: Engineering