Sentry
Staff Software Engineer, AI Platform
$240K–$400K
San Francisco, California · Hybrid · Staff · Full-time · Posted Sep 22, 2026
About the job
Build and lead Sentry’s AI platform and agentic debugging systems that use production telemetry to diagnose and help resolve software issues.
What you'll do
- Develop production AI agents for triaging, debugging, and solving real-world issues; set direction for their context, tool use, and completion decisions.
- Build evaluations for models and prompts, and choose among frontier, smaller, or trained models as capabilities and costs change.
- Lead major AI initiatives end to end, collaborate with engineering and product teams, and operate and debug systems in production.
What they ask for
- Shipped an LLM-backed system that people depended on.
- Strong production Python skills.
- Trained or fine-tuned models when appropriate and can judge when not to.
- Owned a system or component and led work across multiple engineers and teams.
Nice to have
- Clear technical documentation, mentoring, and presentations to technical audiences.
- Experience designing and revising agents.
Pay
$240,000 to $400,000 USD base salary; $240K – $400K (base salary)
Tools
Python
AI focus
Build agentic AI systems for production debugging, develop model and prompt evaluations, and select or train models as capabilities and costs evolve.
Model-written summary · the original posting is authoritative