Software Quality Engineer in San Francisco

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 team, you’ll be directly responsible for developing the platform used by our debugging agents. This role is crucial; you will be at the forefront of integrating AI and machine learning into our core products, from issue triage and resolution to predictive analytics for application performance monitoring. Your work will help companies around the globe gain actionable insights into their software, enabling them to build better products, faster. In this role you will Build state-of-the-art agentic AI platforms to triage, debug, and solve real production issues Leverage Sentry’s novel (and massive) dataset of errors, spans, and profiles Own the development of major initiatives in the AI/ML space You'll love this job if you Are driven by impact and enjoy working on high-stakes, high-visibility projects Enjoy building things. You will have the opportunity to join the AI/ML team as one of its foundational members Thrive in cross-functional teams and enjoy building features alongside developers and product teams Qualifications Minimum 5+ years of professional experience with Bachelor’s degree in computer science, machine learning, or a related field Demonstrated expertise building production-grade agentic systems and tools You are comfortable writing production quality code (we use Python and Typescript) Familiarity with deep learning frameworks (we use PyTorch) Familiarity in deploying machine learning models at scale in production environments The base salary range (or hourly wage range, if applicable) that Sentry reasonably expects to pay for this position is $155,000 to

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

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 Issue Workflow is Sentry's primary product surface. Our issue platform processes billions events daily and turns them into actionable insights that help millions of developers fix bugs faster. As a Staff Software Engineer on the Issue Workflow team, you'll architect the systems that power this experience. You'll work at the intersection of high-scale distributed systems and product engineering, building real-time data pipelines, search backends, and analysis systems that surface signal from noise. This is product engineering at massive scale—where every architectural decision impacts millions of debugging sessions. You'll be the technical leader who shapes how Sentry groups issues, how we make search lightning-fast, how we enable sophisticated agentic workflows, and how we ensure that the product is performant even at billions-of-events scale. Your work will define what's possible for the most trafficked part of Sentry's platform. In this role you will Drive technical strategy and roadmap. Partner with engineering leadership, product, and design to shape the multi-quarter technical vision for Issue Workflow platform. Make strategic calls about architectural direction, technology choices, and technical debt. Ensure the team is building a strong foundation to scale with Sentry's growth. Solve complex performance and scalability challenges. Champion product quality and user experience. Build features that don't just work—they delight. You understand that milliseconds matter in the developer experience. You sweat the details of interfaces, error messages, loading states, and edge cases. You instrument everything s

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 This isn’t a typical engineering role. You won’t be embedded in a single product team or siloed in one product area. Instead, you’ll sit within Platform Engineering, own the AI-assisted coding domain, and work across all of engineering at Sentry, focused specifically on how AI coding agents participate in our software development lifecycle. For AI coding agents to work well in our repo, the internal systems they depend on need to be accessible via API, not locked behind UIs that require human interaction. Right now, many of those systems aren’t agent-ready. You’ll audit and prioritize that gap, expose those systems programmatically, and build the connections that let tools like Claude Code operate on them end-to-end. From there, the scope expands to improving the quality of AI-generated pull requests and automating the engineering work that’s important but consistently deprioritized. You will look from context engineering standpoint to see what to send to our model; you will look from harness engineering standpoint to see the tools it can use, the permissions it has, the state it carries forward, the tests it has to pass, the logs you capture, the retries, checkpoints, guardrails, and evals. You’ll work closely with the dev infrastructure team as your home base, then collaborate across every product team coding in our repo once the tooling foundation is in place. It’s a broad role with real impact, and the work you do will directly change how Sentry engineers ship software. What You’ll Do Audit Sentry’s internal developer systems and make them API-ready for AI agents. You’ll prioritize and drive the work of ex

We believe that the way people interact with their finances will drastically improve in the next few years. We’re dedicated to empowering this transformation by building the tools and experiences that thousands of developers use to create their own products. Plaid powers the tools millions of people rely on to live a healthier financial life. We work with thousands of companies like Venmo, SoFi, several of the Fortune 500, and many of the largest banks to make it easy for people to connect their financial accounts to the apps and services they want to use. Plaid’s network covers 12,000 financial institutions across the US, Canada, UK and Europe. Founded in 2013, the company is headquartered in San Francisco with offices in New York, Washington D.C., London and Amsterdam. Plaid’s mission is to unlock financial freedom for everyone by making money movement and access to financial data simple and secure. As a Fullstack Software Engineer, you will design and build the systems and experiences that power how millions of people connect to their finances. You will work across the stack, building scalable backend services and APIs while also crafting intuitive, high-quality frontend experiences that bring those systems to life. This role is ideal for engineers who enjoy switching between backend problem-solving and frontend user experience work, and who are excited to grow their impact across both. You will collaborate closely with product managers, designers, and other engineers to ship products that are reliable, secure, and delightful to use. At Plaid, engineers take ownership early, contribute to architectural decisions, and see their work reach millions of users. Responsibilities: Design & Development: Design, develop and maintain both frontend and backend components Majority Backend Focus (60-70%): Develop APIs and services, focusing on scalability, security and performance. Frontend Focus (30-40%): Build delightful experiences using modern JavaScript frameworks an

We believe that the way people interact with their finances will drastically improve in the next few years. We’re dedicated to empowering this transformation by building the tools and experiences that thousands of developers use to create their own products. Plaid powers the tools millions of people rely on to live a healthier financial life. We work with thousands of companies like Venmo, SoFi, several of the Fortune 500, and many of the largest banks to make it easy for people to connect their financial accounts to the apps and services they want to use. Plaid’s network covers 12,000 financial institutions across the US, Canada, UK and Europe. Founded in 2013, the company is headquartered in San Francisco with offices in New York, Washington D.C., London and Amsterdam. Plaid’s mission is to unlock financial freedom for everyone by making money movement and access to financial data simple and secure. As a Software Engineer, you will design and build the systems that power how millions of people connect to their finances. You will work across the stack, from reliable backend services and APIs to intuitive applications that bring those systems to life. You will collaborate with engineers, product managers, and designers to ship products that make financial services more accessible and transparent. At Plaid, engineers take ownership early, grow quickly, and see their work reach millions of users. Responsibilities: System Design & Development: Build and maintain scalable, reliable backend or fullstack systems and APIs that power Plaid’s products. Collaboration: Work closely with product managers, designers, and other engineers to define and deliver features that solve real customer problems. Code Quality: Write clean, efficient, and well-tested code. Participate in reviews to maintain high engineering standards. Testing & Debugging: Build automated tests, monitor system performance, and troubleshoot issues in production environments. Continuous Improvement: Con

We believe that the way people interact with their finances will drastically improve in the next few years. We’re dedicated to empowering this transformation by building the tools and experiences that thousands of developers use to create their own products. Plaid powers the tools millions of people rely on to live a healthier financial life. We work with thousands of companies like Venmo, SoFi, several of the Fortune 500, and many of the largest banks to make it easy for people to connect their financial accounts to the apps and services they want to use. Plaid’s network covers 12,000 financial institutions across the US, Canada, UK and Europe. Founded in 2013, the company is headquartered in San Francisco with offices in New York, Washington D.C., London and Amsterdam. Plaid’s mission is to unlock financial freedom for everyone by making money movement and access to financial data simple and secure. As a Fullstack Software Engineer, you will design and build the systems and experiences that power how millions of people connect to their finances. You will work across the stack, building scalable backend services and APIs while also crafting intuitive, high-quality frontend experiences that bring those systems to life. This role is ideal for engineers who enjoy switching between backend problem-solving and frontend user experience work, and who are excited to grow their impact across both. You will collaborate closely with product managers, designers, and other engineers to ship products that are reliable, secure, and delightful to use. At Plaid, engineers take ownership early, contribute to architectural decisions, and see their work reach millions of users. Responsibilities: Build across the stack. Design, develop, and maintain scalable backend services and APIs, as well as intuitive, high-quality frontend applications that bring those systems to life. Collaborate cross-functionally. Partner closely with product managers and designers to define requirements and de

We believe that the way people interact with their finances will drastically improve in the next few years. We’re dedicated to empowering this transformation by building the tools and experiences that thousands of developers use to create their own products. Plaid powers the tools millions of people rely on to live a healthier financial life. We work with thousands of companies like Venmo, SoFi, several of the Fortune 500, and many of the largest banks to make it easy for people to connect their financial accounts to the apps and services they want to use. Plaid’s network covers 12,000 financial institutions across the US, Canada, UK and Europe. Founded in 2013, the company is headquartered in San Francisco with offices in New York, Washington D.C., London and Amsterdam. Plaid’s mission is to unlock financial freedom for everyone by making money movement and access to financial data simple and secure. As a Software Engineer, you will design and build the systems that power how millions of people connect to their finances. You will work across the stack, from reliable backend services and APIs to intuitive applications that bring those systems to life. You will collaborate with engineers, product managers, and designers to ship products that make financial services more accessible and transparent. At Plaid, engineers take ownership early, grow quickly, and see their work reach millions of users. Responsibilities: Design & Development: Build and maintain backend services with a focus on performance, reliability and scalability. Collaboration: Work closely with product managers and other stakeholders to define and implement new features that meet product and customer needs. Code Quality: Write clean, maintainable and efficient code. Testing & Debugging: Develop automated tests to ensure the quality and reliability of the codebase. Troubleshoot and resolve issues. Engage in hands-on coding and architectural design, setting and maintaining high technical standard

About Taskrabbit: Taskrabbit is a marketplace platform that conveniently connects people with Taskers to handle everyday home to-do’s, such as furniture assembly, handyman work, moving help, and much more. At Taskrabbit, we want to transform lives one task at a time. As a company we celebrate innovation, inclusion and hard work. Our culture is collaborative, pragmatic, and fast-paced. We’re looking for talented, entrepreneurially minded and data-driven people who also have a passion for helping people do what they love. Together with IKEA, we’re creating more opportunities for people to earn a consistent, meaningful income on their own terms by building lasting relationships with clients in communities around the world. Taskrabbit is a hybrid company with employees distributed across the US and EU and a Built In — Best Places to Work (2022, 2023, 2024, 2025) continually ranked across multiple national and regional categories. Join us at Taskrabbit, where your work will be meaningful, your ideas valued, and your potential unleashed! Prior to applying please note: We are currently unable to provide visa sponsorship for this position (including H-1B, OPT, F1, CPT or other employment-based visas). Candidates must be legally authorized to work in the United States without employer sponsorship now or in the future. This role is hybrid requiring 2 days in office at our San Francisco hub every Tuesday & Wednesday (located at 130 Sutter St, San Francisco, CA). About the Role We're seeking a Senior Software Engineer to join our Tasker & Supply team, someone who doesn't just build, but raises the quality bar across our entire ecosystem. You'll be instrumental in shaping the experience of the taskers who power our marketplace. Your work will focus on onboarding, category/skill eligibility, and marketplace matching through our Ruby on Rails engine architecture, as well as critical work moving our service contracts toward strongly-typed TypeScript bindings.&nbs

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. The Opportunity The Autonomous Freight Systems team is a brand new, AI-first engineering team in San Francisco, building Flexport's client-facing rates platform and self-serve freight booking experience from the ground up. We own two of the highest-leverage surfaces in the Client App: how clients see pricing and how they book freight without manual intervention. As a Senior Engineer, you will own significant technical domains end-to-end, not just features, but whole problem spaces. You will drive the engineering of systems that power rate visibility, pricing intelligence, and AI-assisted booking across ocean, air, and trucking. You don't wait to be told what to build next; you identify the highest-leverage problems, propose solutions, and see them through to production. You will be a technical force multiplier on the team: raising the bar on code quality, helping junior engineers grow, and shipping with a velocity and confidence that comes from deep ownership. This is a ground-floor opportunity to build the platform that moves Flexport from an assisted-sales model to a tech-run one for the long tail of our client base—turning the complexity of global trade into a s

We are looking for a talented engineer to lead evaluation of startup acquisition opportunities in the AI, cloud and security space. You will drive product evaluations, prepare and manage technical architecture discussions with target groups in Product and Engineering and provide roadmap suggestions for M&A and investments for Datadog. You will be a key partner to Datadog’s C-level leadership and highly visible at the most senior levels of Datadog. The role is reporting into the Senior Director of Product Strategy and falls within the Product organization. We are looking for an innovative and strategic thinker who is passionate about the latest tech being developed by startups in the cloud, AI and security space. The ideal candidate enjoys researching and evaluating new technologies, works effectively with cross-functional teams, and communicates opinions concisely to our leadership team. Broad understanding of relevant Cloud Technologies and deep understanding of the full coverage of Datadogs current offerings is necessary. The Corporate Development team is small and values authentic, strong-willed individuals who think creatively and proactively. This role leads technical due diligence from a product and architecture perspective across our acquisition pipeline. You'll scope and stand up proof-of-concept and sandbox environments to stress-test candidate products, then give an honest, unvarnished view of their quality and depth - the kind of assessment that holds up regardless of deal momentum. You'll assess technical architecture, flag the risks and open questions that matter most early, and turn that into a clear post-acquisition integration path. Working closely with engineering, you'll keep the evaluation focused on what's actually decision-relevant, then translate the findings into strategic recommendations for leadership and help carry the integration through by partnering with the right people on the other side. What You’l

About Taskrabbit: Taskrabbit is a marketplace platform that conveniently connects people with Taskers to handle everyday home to-do’s, such as furniture assembly, handyman work, moving help, and much more. At Taskrabbit, we want to transform lives one task at a time. As a company we celebrate innovation, inclusion and hard work. Our culture is collaborative, pragmatic, and fast-paced. We’re looking for talented, entrepreneurially minded and data-driven people who also have a passion for helping people do what they love. Together with IKEA, we’re creating more opportunities for people to earn a consistent, meaningful income on their own terms by building lasting relationships with clients in communities around the world. Taskrabbit is a hybrid company with employees distributed across the US and EU and a Built In — Best Places to Work (2022, 2023, 2024, 2025) continually ranked across multiple national and regional categories. Join us at Taskrabbit, where your work will be meaningful, your ideas valued, and your potential unleashed! Prior to applying please note: W e are currently unable to provide visa sponsorship for this position (including H-1B, OPT, or other employment-based visas). Candidates must be legally authorized to work in the United States without employer sponsorship now or in the future. This role is hybrid requiring 2 days in office at our San Francisco hub every Tuesday & Wednesday (located at 130 Sutter St). About the Role: We're seeking a Senior Software Engineer to join our Post-Booking team, someone who doesn't just build, but raises the quality bar across our entire ecosystem. You'll be instrumental in shaping the consumer experience following the initial booking process. Your work will focus on building new features to improve the customer experience through high-performance Node.js services and AI-driven enhancements, as well as critical replatforming work to modernize our microservice infrastructure. Key Responsibil

About the Team OpenAI’s Application Engineering team builds the internal products and platforms that help OpenAI operate securely and at scale. We engineer, own, and evolve OpenAI’s core productivity ecosystem, creating secure applications, integrations, automation, and reusable tooling where off-the-shelf software is not enough. Our work spans employee-facing experiences and the services, APIs, control planes, and governance that make them reliable, permission-aware, and scalable. We also act as a customer zero for OpenAI’s technology, building the enterprise foundations that let employees and agents safely access the context, tools, and actions they need. We partner closely with IT, Security, product teams, and platform providers to turn company-wide problems into durable systems, learn from real internal workflows, and help shape the products we deploy. We create paved paths that let teams move quickly without compromising security or operational quality. About the Role As a Staff Software Engineer on Agent Productivity, you will shape the foundation that enables teams to build agents with secure access to the context and capabilities they need. Slack will be the first and deepest implementation surface—and where you spend most of your time—owning its application architecture, integrations, APIs, governance, and administration automation while building patterns that extend to internal systems, identity platforms, and other enterprise applications. This is a hands-on engineering role with broad organizational impact as agents support more employee workflows. You will define platform architecture, build reusable foundations, and establish secure patterns for identity, permissions, connectivity, and operations that make agents easier to develop, deploy, and manage. In this role, you will: Own the technical strategy and architecture that enable teams to build, connect, and deploy agents quickly and safely, using Slack as the primary implementation surface. Design and

About the Team The Monetization team is a cross-functional group working across engineering, product, research, and design to build the foundational systems that will help OpenAI scale access to intelligence responsibly. Our mission is to develop user-first, privacy-preserving monetization products, including next-generation ads experiences that strengthen user trust, unlock economic opportunity, and support OpenAI’s long-term innovation. Monetization plays a critical role in enabling OpenAI to continue pushing the boundaries of AI capabilities while ensuring the benefits of AGI are broadly shared. We believe monetization must be aligned with user value, uphold rigorous privacy and safety standards, and sustain a healthy ecosystem of developers and businesses. This team operates in a greenfield environment and moves quickly through prototyping, experimentation, and iterative deployment. We partner closely with Product, Design, and Research to bring research breakthroughs into real-world systems at global scale. About the Role We’re looking for an experienced Software Engineer to build measurement systems that connect ad interactions to meaningful advertiser outcomes while protecting user privacy. In this foundational role, you’ll design infrastructure for conversion signals, attribution, reporting, and feedback loops across OpenAI’s ads products. This role is ideal for engineers who have built large-scale ads measurement, data, experimentation, marketplace, or distributed systems and want to apply that experience in a highly ambiguous 0→1 environment. You’ll work across event collection and normalization, deduplication and matching, attribution and modeled measurement, privacy-safe aggregation, reporting, and high-quality labels for ads optimization. We are hiring engineers who can independently own complex systems, make sound technical tradeoffs, and help define what should be built. You’ll work closely with Ads Delivery, Ads ML, Product, Research, Privacy, Data Sc

About the Team The Applied AI team safely brings OpenAI's technology to the world. We released ChatGPT, Plugins, DALL·E, and the APIs for GPT-4, GPT-3, embeddings, and fine-tuning. We also operate inference infrastructure at scale. There's a lot more on the immediate horizon. We seek to learn from deployment and distribute the benefits of AI, while ensuring that this powerful tool is used responsibly and safely. Safety is more important to us than unfettered growth. We serve end-users directly through ChatGPT, and serve developers through our APIs, which power product features that were never before possible. About the Role The Engineering Acceleration team designs, builds and maintains the foundational systems that engineers use to build ChatGPT and the API. This is a fast-growing team and you will get a chance to own and define the strategy, vision, and plan for how to increase developer productivity. In this role, you will: Drive the design, development, and implementation of tools, systems, and processes that accelerate engineering velocity, reduce manual effort, and increase the quality of output. Use our latest AI tools to re-think how we can be the most productive team in the industry. Work closely with various teams within OpenAI to understand their workflows, challenges, and needs, and ensure the tools and systems built by the Engineering Acceleration team address these requirements. Bring new features and research capabilities to the world by partnering with product engineers to lay the necessary technical foundations. Guide and advise product engineering teams on best practices for ensuring observable, scalable systems. Like all other teams, we are responsible for the reliability of the systems we build. This includes an on-call rotation to respond to critical incidents as needed. You might thrive in this role if you: Have 5+ years of experience in engineering, including 3+ years of experience in infrastructure building tooling for developers. Have experi