Role: Senior Product Designer

Company: Sentry

Location: San-Francisco

Job Type: Full-time

About Sentry

Sentry builds error and performance monitoring tools that developers actually want to use. The product is open source, installed by 160,000+ organizations — from solo developers to companies like Disney, Microsoft, and Atlassian. If you've ever started a new project and added error monitoring, chances are it was Sentry.

The company dominates the errors market. That part is done. What's happening now is more interesting: the team is expanding into distributed tracing, metrics, logs, session replays, and most actively, AI-powered developer workflows. Autofix already finds root causes and generates fixes. The next step is agentic issue resolution: bugs that find themselves, get triaged, and raise their own PRs. The interfaces for this don't exist yet. You'd be designing them.

Sentry raised $217M+ and is roughly at breakeven with most of the capital still unspent. Growth is 33%+ year over year. The culture is deeply technical: engineers are product-minded, opinionated, and collaborative. There's no large PM org by design. The CPO (ex-Apple) believes that for developer tools, designers and engineers should lead the product together.

The design team is in the middle of a rebuild. Aiden, the new Head of Product Design, is shifting the practice from pixel-focused execution toward strategic product thinking by starting with "why," talking to customers, and forming opinions. If you want to join a team at the beginning of that shift, this is the moment.

What You'll Be Responsible For

• Design tools that make complex developer workflows (error triage, distributed tracing, AI-assisted debugging) feel clear and effortless.
• Start with the problem, not the screen. Talk to users, understand the real pain, and form a point of view on your product space before you open Figma.
• Work daily with engineers, product managers, and designers (in design sprints, whiteboard sessions, and critiques). You'll sit with your engineering team, not in a design silo.
• Contribute to Sentry's design language by raising consistency, accessibility, and the quality bar across the platform.
• Present your work in critique twice a week. Give feedback, receive it, make each other better.
• Advocate for design decisions at every level from pixel-level detail to product strategy.

What You'll Need to Succeed

• 5+ years designing complex software products, with a portfolio that shows how you think, not just what you shipped. The team will look for the story: what was the problem, what did you explore, and why did you land where you did.
• Strong visual and interaction design skills (structure, hierarchy, clarity).
• Experience turning genuinely complex workflows into something that feels simple.