Sentry has 8 active AI-related job listings. The majority of these roles, 88%, are focused on agents, with 13% in evaluation. Engineering is the top hiring function, with all 8 roles in this area. The company is hiring in the United States, Canada, and Australia. Frequent tech tags include agent orchestration, LLM observability, model serving, tool use, and evaluations. Over the last 30 days, Sentry has added 4 new AI roles, representing a 33% increase compared to the previous 30-day period.
Currently tracking 8 active AI roles, down 18% versus the prior 4 weeks. Primary focus: Agent · Engineering. Salary range $125k–$300k (avg $243k).
Sentry currently has 8 active AI-related roles in our index. The most common open titles are: Technical Support Engineer (2), Engineering Manager, Machine Learning, Senior Software Engineer, AI, Senior Software Engineer, AI Evals, Senior Technical Support Engineer. Most positions are in Engineering.
Sentry's active AI hiring is concentrated in: agents (88%), evaluation (13%). These categories follow a seven-stage AI lifecycle: data, pre-training, post-training, serving infrastructure, agents, evaluation, and application.
Sentry is hiring AI talent in: United States (6 roles), Canada (1 role), Australia (1 role).
Job postings at Sentry most frequently mention: Machine Learning, Agentic Systems, Testing Practices, Production ML Systems, Predictive Modeling.
In the past 30 days, Sentry has posted 2 new AI-related roles.
| Title | Stage | AI score |
|---|---|---|
| Senior Software Engineer, AI Senior Software Engineer on Sentry's AI/ML team responsible for developing the platform used by debugging agents, integrating AI/ML into core products for issue triage, resolution, and predictive analytics. Leverages Sentry's dataset to build agentic AI platforms for production issues. | Agent | 8 |
| Staff Machine Learning Engineer, AI Staff Machine Learning Engineer on Sentry's AI/ML team responsible for developing models and agents to enhance product capabilities, focusing on issue triage, debugging, and predictive analytics using Sentry's dataset. | Agent | 8 |
| Staff Software Engineer, AI Developer Tooling Staff Software Engineer focused on AI-assisted coding agents within the Platform Engineering team. The role involves making internal developer systems API-ready for AI agents, building harness tooling and context systems for AI-generated pull requests, and automating engineering tasks. The goal is to integrate AI agents into the software development lifecycle to improve efficiency and quality. | Agent | 7 |
| Senior Technical Support Engineer This role focuses on engineering the AI-powered "Technical Support engine" at Sentry, aiming to automate resolutions and build agentic systems. The engineer will develop deterministic support paths, engineer knowledge for AI systems, and build agent skills using internal APIs and LLM orchestration. The goal is to move from a "Help Desk" to an "Autonomous Resolution Engine" by combining human expertise with AI. | AgentData | 7 |
| Technical Support Engineer This role focuses on engineering an AI-native technical support system, combining human expertise with autonomous agentic systems. The engineer will develop deterministic support paths, build knowledge into AI systems, and create agentic tooling using internal APIs and LLM orchestration (RAG, context windows, system prompts). The goal is to create an 'Autonomous Resolution Engine' for technical support. | Agent | 7 |
| Technical Support Engineer This role focuses on engineering the technical support engine by combining human expertise with autonomous agentic systems. The engineer will act as an Orchestrator, developing deterministic support paths, knowledge engineering for AI systems, and building agentic tooling. The goal is to transform support into an autonomous resolution engine. | Agent | 7 |
| Engineering Manager, Machine Learning Engineering Manager to lead and grow a Machine Learning Engineering team at Sentry. The team owns the full spectrum of ML at Sentry, from classical techniques to LLM-based and agentic systems. The role involves setting technical direction, defining evaluation and monitoring strategies, staying hands-on, defining team roadmap, partnering with product and engineering leaders, and fostering career growth and recruiting talent. | AgentServe | 7 |
| Senior Software Engineer, AI Evals Senior Software Engineer focused on building the evaluation infrastructure for Sentry's AI/ML systems, including debugging agents and AI-powered features. The role involves designing datasets, benchmarks, and test harnesses to measure accuracy, reliability, and performance, ensuring AI systems behave correctly and safely as they scale. This includes creating evaluation frameworks, curating datasets, building metrics pipelines, and owning the evaluation lifecycle. | Eval GateAgent | 7 |