Lead Lead Senior Staff Software Engineer Java Spring 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. 🚀 Role Overview: We are seeking a highly skilled Staff AI Engineer – AI Product to join our ClickUp Engineering team. In this role, you will drive the development of intelligent, user-facing features that leverage the latest advancements in AI and large language models (LLMs). You will work closely with product, design, and engineering teams to deliver seamless, impactful AI-powered experiences that delight our users and differentiate ClickUp in the productivity space. This is a product-focused engineering role requiring deep expertise in AI, LLMs, and building scalable, production-ready applications. Key Responsibilities: Lead the design, development, and deployment of AI-powered features and products that directly impact ClickUp users. Collaborate with product managers, designers, and engineers to identify opportunities for AI-driven innovation and translate user needs into technical solutions. Integrate and orchestrate multiple LLMs and AI models to deliver robust, context-aware, and personalized user experiences. Prototype, test, and iterate on new AI features, leveraging user feedback and data to drive continuous improvement. Ensure the reliability, scalability, and performance of AI-powered features in production environments. Stay at the forefront of AI research and product trends, incorporating the latest advancements into ClickUp’s product roadmap. Address AI privacy, security, and compliance challenges, ensuring responsible and ethical use of AI in user-facing applications. Mentor and guide other engineers in best practices for building AI-powered products. Qualifications: Proven experience bui

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 an Enterprise Account Manager, you will oversee a book of 60–70 Enterprise customers (500+ employees) and own the long-term relationship, overall account health, and commercial outcomes for your portfolio. You will be responsible for maintaining and growing revenue, driving adoption across Ramp’s product suite, and ensuring customers achieve meaningful business outcomes. You will build strong relationships at all levels of your customers’ organizations — including operators, directors, VPs, and C-suite leaders — and be skilled at managing evolving needs and product configurations. Internally, you’ll work closely with cross-functional teams to support customer initiatives, coordinate efforts, and contribute insights that help shape Ramp’s product and operational processes. What You’ll Do Own a portfolio of ~60–70 Enterprise customers, with clear responsibility for retention, expansion, and ongoing account health Lead customer conversations across all seniority levels, including operators, finance leadership, and C-suite executives,

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’re looking for someone to help lead the future of analytics at Ramp. This person will enable Ramp to get 1% better every day by developing data products and insights. They will partner closely with business stakeholders and product, engineering, and design counterparts to prioritize and execute on work, improve reporting, as well as drive results and process improvements. What You’ll Do Full stack development, building models to consume, transform, and expose data to stakeholders and production systems Drive a culture of experimental design, testing agenda, and best practices Contribute to the culture of Ramp’s data team by influencing processes, tools, and systems that will allow us to make better decisions in a scalable way Collaborate with P/E/D/D (product, engineering, data and design) teams to develop product roadmaps and measure success Work closely with data engineering teams to capture, move, store, and transform raw data into highly actionable insights, and partner with business teams to turn those insights into action Wha

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 Customer Activation Managers at Ramp strive to deliver value to our customers and revenue for our business by implementing Ramp’s products for newly closed customers. You will have the opportunity to help build, lead, and refine Ramp’s Implementation organization and define the customer strategy that fuels our growth. This role combines strategy, operational leadership, and management of onboarding projects to ensure that new customers realize value from Ramp’s platform quickly and effectively. What You'll Do Ensure fast, thorough, and complete onboarding of new Ramp customers by partnering with Commercial Account Managers to educate new customers on Ramp’s functionality and best practices Work with new customers to deeply understand their current workflow, pain points, and obstacles to full rollout Drive revenue for Ramp by ensuring there are no unnecessary delays in the implementation process and continuing to sell the customer on why implementing Ramp is a high-value initiative Become an expert in the full range of integration and

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’re on a quest for our next social media expert. Not a guru, not a ninja, but a seasoned professional who can produce product launches, write clever skits, sling SaaS memes, and craft thoughtful messaging. If you consider yourself Terminally Online™ with a habit for trend spotting and making heads tilt on the legal team, you're our type. We’re not after a hands-off strategist. We’re after a hands-on operator with a track record for thinking strategically and acting creatively. Ramp sits at the intersection of finance and tech. Our goal is to bring it into the mainstream. We need someone who's curious about these worlds and can expand our brand beyond them. It’s not enough to “go viral.” We’re here to become a staple in every company on the planet. You'll be a key builder in making that happen. This role will report to our Social Media Lead under the Head of Communications. What You'll Do Company Brand Co-own all social channels - LinkedIn, X, Instagram, YouTube, and Facebook with content, community management, and calendar planning.

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 As a Solutions Consultant, Public Sector at Ramp, you’ll serve as the primary technical and financial advisor for government agencies, educational institutions, and nonprofits evaluating Ramp. You will guide prospective customers through technical discovery, design tailored solutions that align with compliance and security requirements, and deliver compelling demos that highlight Ramp’s ability to modernize financial workflows. Partnering closely with Sales, Product, Engineering, and Compliance, you’ll act as the bridge between complex customer needs and Ramp’s platform capabilities. Your role is equal parts storyteller, architect, and trusted advisor—helping public sector organizations unlock efficiencies while navigating procurement, compliance, and multi-stakeholder environments. What You'll Do Lead Technical Discovery & Demos : Conduct deep technical and workflow discovery with public sector prospects; deliver customized demos showcasing Ramp’s value for finance, procurement, and compliance teams. Design Public Sector Solution

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. About Production Engineering Production Engineering is Ramp's infrastructure ownership layer. We exist to make Ramp faster, more reliable, and more scalable — and we do that by being embedded in the problems, not adjacent to them. A few things that define how we operate: One team, one company, one objective. There is no "infra team" and "product team" — there is Ramp. We share the company's goals as our own. When a product team struggles with reliability or scalability, that is our struggle. If reliability or scalability is at risk, we own it. We don't wait to be invited, and we don't ask whose code it is. If a system is slow, if it breaks, if it won't scale — that's ours to lead, regardless of where it lives in the stack. We go first, and we go fast. When the path isn't obvious, we don't wait for someone else to find it. We move with urgency, propose the solution, align the stakeholders, and stay in until it's done — not until our ticket is closed. We lead the way. We find the next problem before it finds us. And when we solve it, we don't just fix

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're hiring a Head of Brand to set the direction for how Ramp shows up in the world. The Brand team — ~10 designers, writers, motion designers, illustrators, and producers today — defines Ramp's identity across every surface our customers see: product launches, integrated campaigns, customer marketing, web, events, social, sales materials, and the product itself. We help the rest of the company move fast and ship beautifully by building the principles, systems, and standards that let us scale. You'll lead this team. You'll set the visual identity and the voice. You'll build the AI pipelines that turn everyone else at Ramp into a good Brand Designer. You'll report to our VP of Design and work directly with our Co-CEOs to shape the future of the company. You'll also partner closely with leaders across Marketing, Product, Growth, and Recruiting to define strategy and execute against key business priorities. We're looking for someone who's obsessed with five things: Story. How we show up in the world. How we change the conversation aroun

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

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

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 developer-first observability to over 4 million developers worldwide. The Events Analytics Platform (EAP) team is at the heart of that mission: it powers how all of Sentry's event data, such as errors, transactions, spans, profiles, replays, and metrics, is stored, queried, and analyzed. It also powers Sentry's latest AI push, Seer. The EAP team makes it possible for developers to efficiently search and debug across massive volumes of data, providing the context needed to understand and fix issues quickly. This team is also a cornerstone of Sentry's long-term strategy to become a context assembly and telemetry platform that unifies different signals so developers can see the complete picture. As an engineering manager on the EAP team, you will lead a group of engineers building and scaling one of Sentry's most critical data platforms. You will be responsible for driving architectural evolution, ensuring system stability, and mentoring a talented team. This is a highly visible leadership role with direct ties to Sentry's long-term product and platform strategy. What you'll do Grow and develop a team of engineers with high expectations for ownership and impact Set the technical and strategic direction for the team, balancing short-term stability with long-term architectural evolution Drive development of core EAP features, including support for complex analytical queries, dynamic routing logic across fidelity levels, storage and compute separation, and modern patterns for analytical storage Ensure EAP can support the workload demands of AI agents and MCP servers that unlock new AI capabilities fo

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 Product Manager at Ramp, you will be responsible for the vision, strategy, and roadmap for Ramp’s international payments products. You will lead a core team of engineers and designers to build and scale global money movement capabilities that enable our customers to pay vendors, employees, and partners around the world. You’ll own a critical set of customer and business problems at the intersection of payments, compliance, risk, and FX — driving end-to-end product vision, strategy, and execution to power Ramp’s global expansion and meet ambitious company goals. Your scope will include: Cross-border payments & FX – Own the experience and infrastructure for sending and receiving international payments across currencies and geographies, including FX pricing, rate transparency, settlement speed, and reliability across multiple payment rails. Global partner ecosystem – Evaluate, integrate, and manage banking, FX, and local payment service partners to expand Ramp’s coverage, improve unit economics, and unlock new corridors and capa

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