Senior Software Engineer 2c Proactive Capabilities in United States

At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀 The Mission The Foundry is ClickUp's internal AI innovation lab — embedded inside GTM Systems and accountable for turning AI capabilities into production-grade, internally deployed products that make every GTM function faster and smarter. We build the infrastructure that powers AI-first work across Sales, Marketing, Post-Sales, and Revenue Operations. As the Senior Software Engineer on this team you will own the technical delivery of our MCP server platform, agent orchestration layer, and internal tooling — shipping production systems used daily by hundreds of ClickUp employees, and scaling your own throughput by treating AI tools as first-class engineering collaborators. What You'll Own MCP Server Platform Design, build, and operate Model Context Protocol servers that expose CRM, ticketing, analytics, and communication data to AI agents across the GTM stack Implement Okta PKCE authentication flows and RBAC policy enforcement so agents access only the data they're authorized to touch Maintain deployment infrastructure on AWS (Bedrock, Lambda, ECS, API Gateway) and contribute to GCP workloads where applicable Own observability: structured logging, distributed tracing, latency SLOs, and on-call runbooks for every production server Agent Orchestration & AI-Native Products Build and maintain multi-step autonomous agents that execute end-to-end GTM workflows — lead qualification, deal room assembly, onboarding automation, support triage, and more Architect prompt engineering frameworks, tool-call schemas, and agent evaluation harnesses that make AI behavior predictable and auditable Integrate with LLM p

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 this role Are you ready to redefine the future of JavaScript development? Are you a seasoned JavaScript expert who gets a thrill from tackling complex challenges across the entire JavaScript ecosystem? Do you believe that AI can be a powerful partner in crafting elegant, high-impact code? If you're ready to leave the mundane behind and join a team that's shaping the tools used by millions of developers globally, we've got an opportunity for you at Sentry. This isn't your typical Senior Software Engineer position. As a key member of our growing JavaScript SDK team, you'll be at the forefront of innovation, working on everything from our cutting-edge SDKs for Node.js, Bun, Deno, Cloudflare Workers, and other modern server runtimes. You won't just be maintaining code; you'll be pushing the boundaries of what's possible in developer tooling across the rapidly evolving server-side JavaScript landscape. In this role you will Join our JavaScript SDK team and get ready to build the future. You'll be at the forefront, working on: A Universe of JavaScript Challenges: Dive deep into our extensive suite of JavaScript SDKs, with a sharp focus on server-side and edge runtimes — from the battle-tested Node.js ecosystem to cutting-edge alternatives like Bun and Deno, and distributed edge environments like Cloudflare Workers. Your work will directly empower millions of developers to build better, more reliable software, no matter which runtime powers their stack End-to-End Ownership: We believe in giving our engineers the autonomy to see their vision through. You'll have the freedom to plan, implement, and ship your code, from writing

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 this role Are you ready to redefine the future of JavaScript development? Are you a seasoned JavaScript expert who gets a thrill from tackling complex challenges across the entire JavaScript ecosystem? Do you believe that AI can be a powerful partner in crafting elegant, high-impact code? If you're ready to leave the mundane behind and join a team that's shaping the tools used by millions of developers globally, we've got an opportunity for you at Sentry. This isn't your typical Senior Software Engineer position. As a key member of our growing JavaScript SDK team, you'll be at the forefront of innovation, working on everything from our cutting-edge SDKs for the React, Next.js, Vue, Nuxt, Hono, NestJS, and beyond. You won't just be maintaining code; you'll be pushing the boundaries of what's possible in developer tooling across the full spectrum of the modern JavaScript framework landscape. In this role you will Join our JavaScript SDK team and get ready to build the future. You'll be at the forefront, working on: A Universe of JavaScript Challenges: Dive deep into our extensive suite of JavaScript SDKs, with a broad focus on framework support spanning the modern JS ecosystem — from frontend frameworks like React, Vue, and their meta-frameworks Next.js and Nuxt, to server-side and edge runtimes like NestJS and Hono. Your work will directly empower millions of developers to build better, more reliable software, regardless of their framework of choice End-to-End Ownership: We believe in giving our engineers the autonomy to see their vision through. You'll have the freedom to plan, implement, and ship your code, from writi

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 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

Replit is the agentic software creation platform that enables anyone to build applications using natural language. With millions of users worldwide, Replit is democratizing software development by removing traditional barriers to application creation. About the role: Help power the development of Replit Agent as an engineer in the Replit Cloud organization. The Replit Cloud team builds Replit’s first party cloud infrastructure so users can build, scale, and succeed entirely on Replit. They manage databases, application storage, app publishing and hosting, development/production environment splitting, custom domains, and more. By having a set of first party services that integrate seamlessly, you will power one of Replit’s key product differentiators. You will: Work closely with designers and product managers, to quickly iterate on Replit Cloud to continually grow and improve the product. Drive full-stack feature development from conception to deployment, taking ownership of key product initiatives. Contribute to architectural decisions that shape the future of our product. Ship product and build infrastructure as a true full stack builder using: TypeScript, React, CSS, Postgres, Go, and Terraform. Examples of what you could do: Leverage our unique cloud infrastructure to build differentiated full product experiences, helping non-technical or semi-technical users remove roadblocks to success. Leverage AI agents to proactively optimize or suggest app improvements on latency, reliability, SEO, and more. Be part of engineering leadership, steering teams towards the highest impact work and supporting initiatives across the company. Required skills and experience: Bachelor’s degree in Computer Science or related field, OR equivalent real-world experience in engineering roles. Comfortable building with our tech stack: TypeScript, React, Go Preferred Qualifications Experience building user facing platform as a service products. Experience with AI/agentic systems. Previous e

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. 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. 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 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