Senior Software Engineer, Infrastructure

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 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the role Sentry provides tools that help developers find and fix issues in their applications. The Developer Infrastructure team owns the systems that make every engineer at Sentry more effective at shipping high quality software: developer environments, CI/CD for our open source and closed source codebases, the golden path for building new services, our SDK and library publishing tooling, and the metrics and dashboards that keep it all healthy. Our goal is straightforward: developers should spend their time thinking about the software they build for customers, not the software they use to build it. That means everything from local and cloud development environments, to the CI/CD pipeline that gets code out safely and quickly, to the tooling that catches flaky tests before they cost someone a day. As AI coding agents become part of how engineers work, we're also investing in making sure our environments, CI, and deployment systems support that shift. As a Software Engineer on Dev Infra, you'll help build and scale this infrastructure end to end. In this role, you will Build and maintain the tooling that powers local and cloud-based developer environments Improve CI for our codebases and CD for our deployment pipeline, keeping both fast and reliable as the org and its infrastructure grow Define and evolve the golden path for building new services and libraries at Sentry Contribute to our SDK and library publishing tooling and release processes Build the metrics, dashboards, and flaky test detection that give the org visibility into deployment health and CI reliability Build tooling that gives engineers, and the AI codin

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 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the role The Events Analytics Platform (EAP) team is responsible for the infrastructure that powers all of Sentry's time-series data and searching capabilities across billions of events with sub-second latency. We started this initiative by building Snuba, the primary storage and query service for Sentry's event data powered by ClickHouse, and we are now focused on unlocking deeper visibility and reporting across the terabytes of event data our users generate. As a Senior Software Engineer, you will lead efforts to push the boundaries of data visibility at Sentry. You will do this by expanding the capabilities of our search infrastructure, building new capabilities on top of our state-of-the-art storage layer and increasing the performance and integrity of Sentry’s core data services. You will also help shape Infrastructure's technical direction at Sentry and collaborate with Product and other Engineering teams to turn that vision into a reality. If you want to solve the hard problems that come with scaling event data into the petabyte range, this could be the job for you. In this role you will: Expand EAP's ability to deliver data at world-class speed and reliability. Architect and automate services and systems to scale reliably under growing demand. Make architectural trade-offs that balance product requirements with engineering constraints. Maintain and grow the team's code quality initiatives by regularly reviewing code and contributing to design decisions. Lead design and discussions around deliverables the team is working towards. Improve the maintainability and developer experience of the codebases EAP owns. Exa

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 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the team The Billing team sits at the intersection of product, finance, and infrastructure. They're responsible for ensuring every observable event—errors, logs, traces, tokens—gets accurately measured, priced, and billed. Their work directly impacts company revenue and customer trust, requiring distributed systems expertise, attention to financial accuracy, and deep understanding of product usage patterns. The team works cross-functionally with product, engineering, BizOps, marketing, and sales to build systems that enable new products and pricing models. About the role As a Senior Software Engineer, you will architect and scale the core systems that power Sentry's billing infrastructure, ensuring accuracy and reliability at massive scale. You will collaborate on building the next generation of Sentry’s usage tracking pipeline, processing hundreds of billions of events daily with low latency and financial-grade accuracy. You will help design flexible pricing primitives that support everything from per-event usage billing to complex enterprise contracts, enabling product and sales teams to experiment rapidly while maintaining revenue accuracy and reduced time-to-market for new products. You will contribute to technical decisions on data consistency challenges unique to billing—like handling event delays, retroactive pricing changes, and distributed count reconciliation across our infrastructure. You'll love this job if you Want to solve the "easy to explain, hard to build" problems—like ensuring a customer's bill matches their usage perfectly, even when processing hundreds of billions of events daily across distributed

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 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the role As a Senior Software Engineer on Sentry’s AI/ML team, you’ll be responsible for building the evaluation infrastructure that measures the accuracy, reliability, and real-world performance of our AI systems. This role is critical to ensuring that our debugging agents and AI-powered features behave correctly, safely, and predictably as they scale. You’ll design datasets, benchmarks, and test harnesses that turn ambiguous AI behavior into measurable signals, helping the team ship AI with confidence. In this role you will Design and build robust evaluation frameworks to measure accuracy, reliability, regressions, and edge cases in AI systems Create and curate high-quality datasets, golden test cases, and benchmarks grounded in real production data Build automated test harnesses and metrics pipelines to continuously evaluate models, prompts, and agentic workflows Partner closely with applied AI engineers and product leaders to define what “good” looks like and translate it into measurable criteria Own the evaluation lifecycle for major AI initiatives, from early experimentation through production monitoring You’ll love this job if you Care deeply about correctness, rigor, and measurement in AI systems Enjoy turning fuzzy product goals and model behavior into concrete tests and metrics Like building foundational infrastructure that unlocks faster iteration and higher confidence for the entire AI team Thrive in cross-functional environments and enjoy influencing model design through better evaluation Qualifications Minimum 5+ years of professional experience with a Bachelor’s degree in computer science, machine learni

Why join us Brex is the intelligent finance platform that enables companies to spend smarter and move faster in more than 200 markets. By combining global corporate cards and banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend effortlessly. Brex’s AI-native automation and world-class service eliminate manual expense and accounting tasks for customers so they can focus on what matters most. Tens of thousands of the world's best companies run on Brex, including DoorDash, Coinbase, Robinhood, Zoom, Plaid, Reddit, and SeatGeek. Working at Brex allows you to push your limits, challenge the status quo, and collaborate with some of the brightest minds in the industry. We’re committed to building a diverse team and inclusive culture and believe your potential should only be limited by how big you can dream. We make this a reality by empowering you with the tools, resources, and support you need to grow your career. Engineering at Brex Engineering at Brex is about building systems that scale with speed and intention. Our teams span Software, Data, Security, and IT, and operate with high autonomy and deep collaboration. We tackle hard technical problems, own our outcomes, and push for excellence at every level — from architecture to deployment. It’s an environment where engineering is a craft, and builders become leaders. What you’ll do As a Senior Full-Stack Software Engineer on our Task Workflows Platform team, you will build and scale the foundational infrastructure that powers core experiences across Brex. You will work across our extensive suite of platforms - including our multi-channel notifications engine, collaborative commenting system, and dynamic workflow rule builder. You will also play a pivotal role in evolving our task orchestration infrastructure, helping us transition from a centralized, generic experience into highly tailored, p

Why join us Brex is the intelligent finance platform that enables companies to spend smarter and move faster in more than 200 markets. By combining global corporate cards and banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend effortlessly. Brex’s AI-native automation and world-class service eliminate manual expense and accounting tasks for customers so they can focus on what matters most. Tens of thousands of the world's best companies run on Brex, including DoorDash, Coinbase, Robinhood, Zoom, Plaid, Reddit, and SeatGeek. Working at Brex allows you to push your limits, challenge the status quo, and collaborate with some of the brightest minds in the industry. We’re committed to building a diverse team and inclusive culture and believe your potential should only be limited by how big you can dream. We make this a reality by empowering you with the tools, resources, and support you need to grow your career. Data at Brex Our Scientists and Engineers work together to make data — and insights derived from data — a core asset across Brex. But it’s more than just crunching numbers. The Data team at Brex develops infrastructure, statistical models, and products using financial data. Our work is ingrained in Brex’s decision-making process, the efficiency of our operations, our risk management policies, and the unparalleled experience we provide our consumers. What you’ll do This position is on our Data Enablement Platform team. The Brex product requires a huge amount of data to power our client experiences. With a largely async architecture, proliferation of services and multiple operations systems, this data originates from many different sources and in different forms. To ensure that our product experience is unbounded in how it leverages this data, the Data Enablement Platform team owns and operates the systems required to deliver it t