Senior Junior Remote Remote Junior Junior Junior Remote Workforce Development Program Manager 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 Shipping great software is only half the battle. Getting it to the right customers, at the right time, in the right way, is where the real complexity lives. We're looking for a Senior Technical Program Manager to own the end of the EPD pipeline: the moment a feature is built to the moment it's successfully in customers' hands. This person will define what "good" looks like for product launches at Sentry, building the frameworks, playbooks, and operating rhythms that make every release more intentional, more coordinated, and more confident than the last. The foundation is there. Features ship. But the connective tissue between Engineering, Product, Legal, Marketing, go-to-market (GTM), and Sales needs someone who can see the whole system, diagnose what's broken, and build something durable. That's this role. If you're energized by ambiguity, love designing operating models, and want real ownership over a function that touches every team in the company, this is a rare opportunity to define the craft at a company that takes software quality seriously. What You'll Do Define the Launch Standard: Establish what a great product launch looks like at Sentry: the gates, the playbooks, the decision rights, and the rituals. You're not inheriting a fixed process; you're authoring it. Own Feature Flag & Cohort Strategy: Bring intentionality to how Sentry uses early access programs, beta cohorts, and staged rollouts. Make sure the right customers get the right features at the right time, and that we're learning from every rollout. Orchestrate Cross-Functional Readiness: Be the central coordinator who ensures Engineering,

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 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 Streaming Platform team at Sentry is building the next generation of infrastructure that powers our ingestion pipelines and real-time data processing systems. Our platform ingests, processes, and distributes hundreds of thousands of events per second with low latency and high reliability. We are creating a system that makes it easy for Sentry engineers to deploy and run Streaming Applications at scale by simplifying the complexity of Kafka, scaling consumers automatically, and managing state so product teams can focus on building great experiences for developers. As part of this team, you will work on challenges at the intersection of distributed systems, real-time data processing, and developer experience. You will help us create a self-service streaming platform that improves stability, accelerates time to production, and reduces operational overhead. In this role you will Design, build, and operate components of our Streaming Platform, including Kafka, the streaming runtime, high-level APIs, and developer-facing abstractions. Implement resilient, high-throughput stream processing systems that handle unbounded datasets with strong correctness guarantees (delivery, checkpointing, watermarking, and more). Build scalable automation and control plane for Kafka fleet management and improve efficiency. Partner with product engineers to ensure our abstractions enable fast, reliable, and consistent ingestion pipelines. Improve observability, monitoring, and failover for mission-critical real-time systems. You’ll love this job if you You enjoy working on distributed systems at scale and care about reliability and

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. As an Enterprise Marketing Manager , you’ll own how Sentry is positioned to buyer personas in core audience segments across competitive deals, customer proof, and enterprise campaigns. This role is deeply focused on enablement and storytelling. You’ll partner closely with Sales, Product Marketing, and Integrated Marketing to ensure Sentry is positioned to win in competitive environments and supported by credible customer programs and narratives. In this role you will Create and deliver enterprise messaging and positioning by producing core narratives, sales assets, and content that clearly articulate Sentry’s value to buyer personas. Lead competitive sales enablement , including battlecards, positioning frameworks, win/loss analysis, and sales training that improves performance in strategic deals. Build and scale customer programs , including advocacy, case studies, and advisory boards that demonstrate credibility and impact at scale. Support enterprise campaigns with strong narratives and content , partnering with Integrated Marketing and Product Marketing to ensure campaigns reflect buyer needs, competitive context, and customer proof. Partner closely with GTM teams on execution, responding to field needs, supporting key opportunities, and continuously improving enterprise enablement based on feedback and results. You’ll love this job if you Are a go-getter who enjoys ideating and building programs from the ground up. Get excited when working with Sales and enjoy influencing competitive sales cycles. Enjoy building customer programs that demonstrate credibility, scale, and business impact. Nerd out on distilling complex te

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. Our Fraud team's mission is to help companies detect and prevent fraud using Plaid's financial network data. We believe that transaction patterns, device signals, identity linkages, and behavioral data are dramatically underleveraged tools in fraud prevention. Our products — including Protect and Signal — operate at network scale and depend on real-world investigation and research to stay ahead of adaptive adversaries. As a Senior Fraud Researcher, you will sit at the intersection of live fraud investigation, applied data science, and product innovation. You will lead complex investigations, translate findings into detection improvements, and collaborate tightly with Data Science, ML, and Product teams to shape the next generation of Plaid's fraud capabilities. This is not a purely operational role — your research directly drives features, model inputs, and product design. Responsibilities: Live Fraud Investigation & Reconstruction Lead investigations into complex fraud cases across identities, accounts, devices, and transaction surfaces Provide support to day-to-day fraud operations including SEVs and alert triage Reconstruct attacker sequences and hypothesize actor intent and tooling Distill p

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

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. Team: Plaid is becoming an AI-first company, and Intelligent Tooling builds internal platforms and tools to lead the transformation. Our biggest opportunity isn't just better tools for engineers, it's extending AI-native internal tooling to the rest of Plaid. Tools built for engineers assume things non-engineers don't have: local toolchains, monorepos, engineer credentials, PR-based workflows. That mismatch means Ops, Support, and other teams can't easily inherit what we build for engineering. They need their own path and we're building that path. Role: As a Senior Software Engineer on Intelligent Tooling, you will build and operate internal systems that empower non engineering teams to automate their workflows with AI. You will own the product and platform layer for internal tools, including the constraints and infrastructure that keep those tools safe and maintainable. There's no existing playbook for this at Plaid. You will define what the right non-eng AI surface looks like, ship its first durable versions, and partner closely with internal users to make sure it solves real problems. You will act as the engineering point of contact embedded with non-engineering teams, running discovery and trans

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. Making data-driven decisions is key to Plaid's culture. To support that, we need to scale our data systems while maintaining correct and complete data. We provide golden datasets and tooling to teams across engineering, product, and business and help them explore our data quickly and safely to get the data insights they need, which ultimately helps Plaid serve our customers more effectively. In addition, Plaid will not be successful if we can't move quickly. We build the data systems and tools that enable everyone at Plaid to be data-driven, making analytics easy, obvious, and proactive across the company. Data Engineers heavily leverage SQL and Python to build data workflows that integrate with our Golang applications. We use tools like DBT, Airflow, Redshift, Atlan, and Retool to orchestrate data pipelines and define workflows. We work with engineers, product managers, business intelligence, data analysts, and many other teams to build Plaid's data strategy and a data-first mindset. You will be in a high impact role that will directly enable business leaders to make faster and more informed business judgements based on the datasets you build. You will have the opportunity to carve out the ownershi

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. We are looking for a Senior Financial Analyst to join the Corporate Finance team. This is the strategic, externally-oriented arm of the team — covering the board process, long range planning, capital structure, SBC and equity modeling, and enterprise-level financial strategy. You will partner closely with the CFO, Leadership, the Board, Corp Dev, and Accounting on the decisions that shape Plaid’s long-term financial trajectory. What excites us: 5+ years of work experience including financial planning & analysis, corporate finance, investment banking, private equity, strategic finance, or management consulting — ideally with tech, SaaS, or fintech exposure. Advanced financial modeling skills, with hands-on experience building long range, scenario/sensitivity, or valuation models. Strong command of consolidated financial statements, key SaaS / fintech operating metrics, and external benchmarking. Excellent communication and storytelling skills — able to move fluidly between granular model detail and an executive-level narrative for senior leaders and the Board. Proven ability to partner cross-functionally and distill complex, ambiguous topics into structured frameworks and clear recommendations. P

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. The mission of the Developer Relations team is to empower developers to easily use and understand Plaid’s products, delivering a supportive, industry-leading developer experience via scalable, broad-reaching methods. The scope of this role covers all of Plaid's commercially available, customer-facing products. We’re looking for an experienced Developer Relations Engineer to help the world’s fintech companies (and we believe every company is a fintech company, even if they don't know it yet) integrate with Plaid's APIs. In this role, you’ll create best-in-class developer experiences, cementing Plaid's reputation as the most trustworthy, developer-friendly financial services API. This is a highly technical, highly visible role with direct impact on Plaid’s product, brand, and developer experience. Responsibilities Create and evolve developer documentation for Plaid’s APIs – writing new content, and improving clarity, accuracy, and usability of existing content. Distill complex technical topics into approachable, accurate explanations for a broad developer audience. Design and build sample applications, demos, and tutorial videos that demonstrate the benefits of integrating with Plaid’s APIs and the be

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 Consumer team owns all of Plaid’s consumer facing surfaces. This includes Link, Plaid’s flagship product, which has been used by over half of all US adults to share their information safely and securely with financial applications. Link drives the vast majority of Plaid’s revenue. We’re also working on some exciting, 0-1 consumer initiatives. Both areas are top business priorities. As part of Plaid’s first Consumer team, you will lead product development and execution within a startup-like environment at Plaid. Responsibilities Define an ambitious vision / roadmap, sign up for quarterly / half year goals, and partner with the cross-functional team to hit them Drive prioritization and execution (build, measure, iterate) Identify opportunities through consumer feedback and staying close to our data / dashboards Partner with cross-functional team (design, research, data science, legal, and compliance) to do all of the above Qualifications You have successfully launched large consumer facing features driving meaningful outcomes at B2C companies You start with the consumer problem and have held a high bar for consumer experience You naturally gravitate towards using data to make strategic decisio