Engineering Maintenance Lead in United States

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 Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. Ramp is building an AI-native platform that changes how Go-to-Market and Product Growth teams create, launch, and improve customer-facing experiences. We are looking for a product-minded backend engineer to help build the infrastructure and services that power modern growth and marketing at Ramp. The next chapter for this team is to build marketing-led products : intelligent tools that turn strategy into execution, automate complex workflows, and help teams operate across channels with dramatically more leverage. The team will build across creative production, lifecycle marketing, paid media, account-based marketing, experimentation, incentives, and cross-channel orchestration. Examples include AI-powered systems that produce on-brand campaign assets, automate complex marketing workflows, coordinate audiences and execution, and deliver personalized experiences across email, sales outreach, external channels, and Ramp’s product. A core part of this mandate is Ramp’s incentives platform. We are building shared infrastructure to safely target, authoriz

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role Over the past few years at Ramp, we've reimagined how businesses manage spend, and the backbone of that vision is Procure-to-Pay. The P2P team builds the systems that connect vendors, invoices, and payments into one seamless, automated flow. It's where billions of dollars move through our platform, and every line of code matters. We're looking for a backend engineer who loves complex systems, obsesses over correctness, and wants to shape how money moves in modern finance software. You'll help design and scale the infrastructure that powers our payment rails, ensures auditability across products, and unlocks the next wave of AI-driven automation. It's a chance to work on systems that actually move money, with a team that cares deeply about precision, reliability, and scale. The problems are tough, the stakes are high, and the impact is massive. What You'll Do Design and build core P2P systems, from invoice ingestion and approval workflows to payment orchestration and reconciliation logic. Enable AI agents to classify, validate, and pro

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role We are hiring a Software Engineer to build systems across Fraud, UIM (User & Identity Management), and Identity. This role sits at the intersection of security, risk decisioning, and product experience. You will help build detection and enforcement capabilities for fraud and account takeover, as well as the identity primitives that power authentication, authorization, and safe account access. This work is deeply cross-functional. You will partner closely with Fraud Ops, Risk Strategy, Security, Product, and Data to ship improvements that are measurable in loss reduction, attack containment, and user experience. What You’ll Do Build and evolve backend services that detect and prevent fraud across multiple surfaces, including account access and money movement. Develop enforcement and response tooling that enables fast, safe actions such as identity locks, business locks, payment freezes, and other containment levers. Improve protections against account takeover (ATO), including risk-based step-ups, monitoring, and targeted friction

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role As a software engineer on the AI Soltuions team, you will co-lead customer engagements with an AI Solutions Strategist . The Strategist owns business discovery, ROI narrative, stakeholder alignment, and rollout planning. The engineer owns technical discovery, solution design, prototyping, implementation, and production readiness. This is a deeply client-facing role. You will spend significant time with customers and end users, moving projects from bootcamp and workflow discovery through implementation, launch, and steady production usage. What You’ll Do Translate customer goals into clear system requirements and non-functional requirements covering security, privacy, reliability, performance, scalability, and cost. Partner directly with customers to understand current workflows, constraints, systems, data quality, and adoption blockers. Create and maintain solution architecture artifacts: System context and data flow diagrams Integration plan across Ramp and customer systems Security model covering permissions, access patterns, and au

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role Ramp's Dev API team builds the programmatic surfaces that let developers and AI agents read from and write to Ramp. We are an AI-focused platform team making it trivially easy for any engineer at Ramp (or outside it) to ship new capabilities across all surfaces. Our ideal candidate thinks agent-first, has strong opinions on developer experience, and wants to define how software interacts with financial infrastructure at scale. Check out our Engineering Blog for more on our tech stack, mission, and values! What You'll Do Build and operate Ramp's multi-surface platform with a high bar for reliability, correctness, and developer experience across tens of thousands of businesses. Serve thousands of builders and partners using our API, driving a large fraction of Ramp’s revenue, and deliver on a massive business opportunity to embed Ramp everywhere. Build software factories -- autonomous tooling and agents that accelerate endpoint creation, enabling teams across Ramp to ship their own API surfaces. Lead design and execution of complex back

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. The Ramp Revenue team is building an AI-native operating system for Go-to-Market teams. We turn fragmented customer context, communication history, and business signals into trusted agents that can identify opportunities, recommend actions, and execute real revenue work. This is a frontend-focused role for an engineer who obsesses over interaction design and complex product workflows, but is just as comfortable shaping the APIs and data contracts behind them. You’ll own the surfaces revenue teams actually use: agent-generated work, account and opportunity intelligence, approvals, workflow configuration, and execution experiences that bring together customer data, AI reasoning, and human judgment. If you want your frontend work to sit at the center of production agent systems—rather than being added after the intelligence and workflow decisions have already been made—this is the role. What You’ll Do Design and ship AI-native revenue products end to end, from React interfaces through the APIs and data contracts behind them. Build fast, information-den

About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same. If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it. About the Role The Credit Engineering team builds the systems that enable Ramp to manage credit lifecycles for businesses end-to-end, from initial underwriting through ongoing portfolio strategy optimization. As an engineer on Credit, you’ll own systems that influence $100+ billion in annual payment volume through millions of decisions across our product stack in support of the most ambitious FinTech portfolio in the United States. We are looking for a backend engineer to own the technical roadmap for underwriting, limit management, portfolio optimization, and agentic workflows. You will build robust systems, automate complex operational tasks, and maintain the high-frequency controls that power all of Ramp’s products. If you are obsessed with correctness, excited by ambiguity, and passionate about problems at the intersection of distributed systems and financial strategy, this role is for you. What You'll Do Architect scalable, stateful systems for automated limit management to optimize Ramp’s charge card portfolio. Envision and build the next gene

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 role The Platform org at Sentry is the engine that everything else runs on, spanning developer platform, core infrastructure underpinning the product, SRE, security, and IT. It's a broad, technically complex, and deeply consequential organization. We're looking for a Staff Technical Program Manager who can operate at the intersection of technical depth and strategic execution: someone who thrives in complexity, builds trust with senior engineering leaders, and has a gift for turning ambiguity into clarity and momentum. You'll report to the Head of Technical Program Management and work closely with the VP of Platform Engineering, their staff, and partner teams across Engineering, Product, and Design (EPD). This is a high-visibility role with real influence. You'll work directly with the CTO and senior leaders, shape how the Platform org operates, and help Sentry scale through one of its most important chapters. In this role, you will: Drive strategic execution. Partner with the VP of Platform Engineering and senior EPD leaders to translate priorities into clear, measurable plans. Own sequencing, milestones, and key decisions, and make sure leadership always has reliable visibility into progress and tradeoffs. Build data-driven delivery health. Establish the metrics and dashboards that reflect delivery confidence, risk, and engineering health across the Platform org. Keep planning and reporting high-signal and lightweight, focused on outcomes rather than activity. Manage capacity, dependencies, and risk. Create visibility into resourcing, cross-team dependencies, and constraints so leaders can align investment to the

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. 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

About PostHog Product development used to mean manually writing code, running analysis, diagnosing bugs, and rolling out changes using dozens of tools. PostHog is the only platform that acts like a co-pilot for you (and your AI agents) to do it all – autonomously. We started with open-source product analytics, launched out of Y Combinator's W20 cohort . We've since shipped more than a dozen products , including: PostHog Code , the only AI devtool that understands your product, not just your codebase. A built-in data warehouse , so users can query product and customer data together using custom SQL insights. PostHog AI , an AI-powered analyst that answers product questions, helps users find useful session recordings, and writes custom SQL queries. We are: Product-led . More than 450,000 organizations have installed PostHog, mostly driven by word-of-mouth. We have intensely strong product-market fit. Default alive . Revenue is growing incredibly quickly, and we're very efficient. We raise money to push ambition and grow faster, not to keep the lights on. Well-funded. We've raised more than $180m from some of the world's top investors. We're set up for a long, ambitious journey. We're focused on building an awesome product for end users, hiring exceptional teammates, shipping fast, and being as weird as possible . Things we care about Transparency: Everyone can read about our roadmap, how we pay (or even let go of) people, our strategy, and how we work, in our public company handbook . Internally, we share revenue, notes and slides from board meetings, and fundraising plans, so everyone has the context they need to make good decisions. Autonomy: We don’t tell anyone what to do. Everyone chooses what to work on next based on what's going to have the biggest impact on our customers, and what they find interesting and motivating to work on. Engineers lead product teams and make product decisions . Teams are flexible and easy to change when needed. Shipping fast: Why not n