Engineering Manager, Machine Learning

About Sentry

Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice so teams can spend less time firefighting and more time building.

Trusted by 200000 organizations Sentry is todays application monitoring standard and our team is building its AI-native future.

About the role

AI and machine learning are reshaping how developers debug monitor and ship software and Sentry is uniquely positioned to lead that shift. We sit on a novel and massive dataset of real production errors spans and logs from tens of thousands of engineering organizations the kind of signal that makes ML genuinely useful whether its a clustering model that groups related issues a ranking system that surfaces the right alert at the right time or an agent that proposes a fix.

Were looking for an Engineering Manager to lead and grow our Machine Learning Engineering team. This team owns the full spectrum of ML at Sentry: classical techniques like clustering ranking anomaly detection and embeddings that quietly power core product surfaces today alongside the LLM-based and agentic systems shaping where the product is headed. Youll partner closely with product design and engineering leaders to decide where ML belongs in our products what kind of ML actually fits the problem and how we translate that work into experiences millions of developers rely on every day.

In this role you will

• Set technical direction across the teams full ML surface area from classical models for clustering ranking and anomaly detection to LLM-based and agentic systems and make sharp calls about which approach fits each problem

• Define how the team evaluates and monitors ML systems in production from offline metrics to online experimentation to model and agent observability

• Stay hands-on enough to review code and model designs contribute to architecture discussions and unblock engineers on complex ML problems

• Define team roadmap and deliverables scope work allocate resources and keep execution on track against ambitious goals

• Partner with product managers designers and engineering leaders across Sentry to identify the highest-impact opportunities for ML in our products

• Foster career growth for the engineers on your team and recruit exceptional ML talent as the team scales

Youll love this role if you

• Have a strong ML engineering background that you use to inform and validate the teams technical decisions and youre comfortable staying close to the code

• Are excited to shape how AI and developer tools come together and want to define how engineers and coding agents collaborate to find and fix problems

• Are driven by impact and want to lead a team working on high-stakes high-visibility projects

• Love building things from the ground up the ML team is still in its early chapters and theres plenty of greenfield to shape

• Thrive in cross-functional environments and enjoy collaborating across product design and engineering to ship great work

• Care deeply about growing the engineers around you and finding opportunities for them to do the best work of their careers

Qualifications

• 8 years of professional engineering experience with significant time spent building and shipping machine learning systems in production

• 3 years of engineering management experience ideally leading ML AI or data-focused teams

• Familiarity with deploying and operating ML models at scale including evaluation monitoring and iteration in production

• Strong judgment in ambiguous fast-moving environments

• Excellent written and verbal communication; comfortable working across product research and engineering

• A research background in machine learning statistics or a related field (MS PhD or equivalent research experience) is a plus but not a requirement

Not sure if you meet 100% of the qualifications We encourage you to apply anyway. Were interested in people who are excited about this opportunity and eager to grow.

The base salary range (or hourly wage range if applicable) that Sentry reasonably expects to pay for this position is $220000 to $280000. A successful candidates actual base salary (or hourly wage) amount will be determined by a variety of relevant factors including without limitation the candidates work location education work and other relevant experience skills and job-related knowledge. A successful candidate will be eligible to participate in Sentrys employee benefit plans/programs applicable to the candidates position (including incentive compensation equity grants paid time off and group health insurance coverage). See Sentry Benefits for more details about the Companys benefit plans/programs.

Equal Opportunity at Sentry

Sentry is committed to providing equal employment opportunities to its employees and candidates for employment regardless of race color ancestry religion sex national origin sexual orientation age citizenship marital status disability gender identity veteran status or other legally-protected characteristic. This commitment includes the provision of reasonable accommodations to employees and candidates for employment with physical or mental disabilities who require such accommodations in order to (a) perform the essential functions of their jobs or (b) seek employment with Sentry. We strive to build a diverse team with an inclusive culture where every teammate can thrive. Sentry is an open-source company because we believe that everyone everywhere should have the ability and tools to make great software. Software should be accessible. That starts with making our industry accessible.

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Required Experience:

Manager