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Salary: USD 150,000 - 240,000 / annual
Sentry is hiring a Senior Technical Program Manager to lead AI platform delivery across multiple engineering teams. The role connects work across AI/ML infrastructure, Issues Platform (customer-facing experiences), Product Design, and Data Ingest teams—clarifying ownership, sequencing dependencies, and coordinating release readiness.
You will own two primary areas:
**AI Delivery:** Connect roadmaps across AI/ML, Issues Platform, Product Design, and Ingest into a shared delivery plan. Sequence platform capabilities, product features, and design work so teams address dependencies before they delay releases. Help teams assign accountable owners, resolve open decisions, and communicate commitments. Partner with engineering and product owners to define release readiness, including evaluation results, staged rollouts, eligibility, and access requirements. Bring ingestion and reliability dependencies into roadmap discussions. Drive risk mitigation with clear owners, contingency plans, and timely escalation. Give teams and leadership an accurate view of progress, dependencies, decisions, and risks.
**Change Readiness:** Build a lightweight process for identifying changes affecting other teams, notifying partners, and confirming readiness before release. Include documentation and support preparation in delivery planning, starting with AI features. Establish concise updates showing what is changing, when, and who needs to act. Review communication and readiness gaps with teams involved, then improve the process. Keep effort proportional to the change and remove steps which don't improve delivery.
You will work by helping teams bring structure to complex programs with unclear ownership or no established process. You listen to different perspectives, make tradeoffs visible, and help teams resolve competing priorities. You engage with technical details and connect architectural decisions to delivery risks and product outcomes. You raise risks early, propose practical responses, and follow through. You adapt processes to teams' needs and simplify them when value is unclear. You respect team ownership while helping cross-team decisions reach resolution. You share information clearly so partners have the context they need to contribute.
The role is based in San Francisco with three days per week in the office.
**Requirements:**
- Experience leading complex technical programs from problem definition through launch
- Experience coordinating delivery across multiple engineering teams with separate roadmaps and leadership
- Technical understanding to review design proposals, discuss architectural tradeoffs with engineers, and identify integration risks and downstream effects
- Track record of managing dependencies, driving risk mitigation, and adapting plans as conditions change
- Experience creating or improving processes which teams adopted and sustained
- Clear written communication, including program updates, decision records, and escalations with explicit next steps
- Experience building alignment across engineering, product, and design through sound judgment and follow-through
- Relevant experience may come from technical program management, software engineering, or another role involving ownership of cross-team technical delivery
**Preferred Experience:**
- Shipping AI/ML or LLM-backed features, including evaluations, quality checks, and staged rollouts
- Partnering with product design to coordinate design and engineering work
- Working with data pipelines, ingestion, or streaming infrastructure
- Building developer tools or technical B2B products
- Improving release communication across engineering, documentation, and support
