AI Automation Engineer (Remote - ES/UK only)

Clasp

ENGINEERING DIRECTOR, LENDING (CLASP FINANCE) Remote (ET & CT time zones only – some travel required) About Us Clasp is a venture-backed, mission-driven startup transforming access to education and career pathways. We are revolutionizing the way employers attract and retain critical talent and the way colleges and universities support their students through education financing — all while tackling the student debt crisis. (Yep, we think BIG.) We like to think of ourselves as more than a fintech; we're a catalyst for economic mobility. A Forbes fintech 50 company, portfolio company of SHRM (Society for Human Resource Management — the largest HR organization out there!) and recipient of "Startup of the Year" by StartUp Boston, Clasp is driven by our commitment to social impact and innovation. Our work spans two business lines: Clasp Talent helps healthcare employers attract and retain critical talent by connecting them with diverse candidates and using student loan repayment as a powerful recruiting and retention tool. We meaningfully connect employers, educational institutions, and learners to drive mutual benefit. Clasp Finance equips colleges and universities with lending technology to launch and operate their own private student loan programs, enabling schools to step in and support their students directly with financial aid. Recent federal financial aid changes are reshaping how institutions think about supporting their students, and Clasp Finance is poised to meet this moment. Join us on our journey to give power to learners and unlock fulfilling careers that drive positive change in their communities and beyond. What We Need Clasp is searching for an Engineering Director to own the technical heart of Clasp Finance. This is a fun role: you will lead a small, high-impact engineering team, drive technical debt resolution, and hold the long-term health of the platform to a high standard. We’re looking for a hands-on modern technical leader who leverages AI to ship meaningful improvements, can evaluate and implement tooling across various technical stacks, and remains close enough to the work to earn respect from their teammates. While they can be doers, their real leverage is the team around them. They grow people deliberately, partner genuinely with others, and move on good ideas without waiting for permission. You will be embedded in the Clasp Finance business line, working directly with our Senior Product Manager for Lending to build an enterprise-grade loan origination platform, as well as partnering directly with stakeholders on critical data pipelines, and servicing and collections efforts. You will report to Engineering Leadership and have a dotted reporting line to the GM of Clasp Finance. We want someone who is excited by fintech and the unique challenges that the lending industry affords; they are willing to lean into hard problems and work with others to deliver meaningful features for internal and external stakeholders. We need someone who is a deep systems thinker and who loves to develop talent to asymmetrically scale teams and their impact. What You'll Do * Own the Technical Roadmap: Define and drive the engineering strategy for Clasp Finance in close partnership with the GM and Product Manager, and cross-functional stakeholders across lending operations, compliance, and sales. Translate business priorities into a sequenced technical plan – balancing new feature delivery against platform investment and regulatory requirements. * Lead and Grow the Team: Manage a small engineering team, setting clear goals, running effective 1:1s, and creating an environment where engineers do their best work. Partner with the Engineering Leadership on development, leveling, and team structure as Clasp Finance scales. Be a hands-on contributor where it matters — code reviews, architecture decisions, and unblocking the team on hard problems. * Partner Cross-Functionally: Work closely with compliance and legal to ensure the platform holds up under regulatory scrutiny. Understand our internal customer needs to streamline operations. * Think in Multipliers: You'll be working with a lean team against a big surface area. That means constantly asking where AI, automation, contracted staffing and tooling can create leverage and building the systems that make each engineer on your team significantly more productive than they'd be anywhere else. * Scale the Platform: Collaborate with Clasp Talent engineering leadership to detangle co-mingled codebases across business lines, align on shared services, and maintain a coherent overall technical architecture. Make principled trade-offs between build vs. buy, and communicate cost implications clearly to leadership. Ensure the loan origination system, credit model tooling, and school-facing administrative platform are reliable, scalable, and auditable. What You'll Need * Experience in Engineering Leadership: Experience managing engineers in a fintech, lending, or regulated domain environment. This role is not for first-time managers as it will require you to hit the ground running, juggling stakeholder management, technical execution, and people management. * Technical Depth: 5+ years of hands-on software engineering experience, with recent and meaningful depth in Python, JavaScript and/or TypeScript. Experience with Next.js and modern state management patterns. You can credibly review code, diagnose architectural problems, and make technology choices your team will trust. * Cloud & Architecture Experience: Experience working with cloud-based applications and infrastructure. Our platform leverages Firebase and Firestore, so experience with NoSQL document modeling is strongly preferred. Familiarity with GCP is a plus, though equivalent experience in AWS or Azure environments is also valued. * Communication Skills: Strong verbal and written communication, with the ability to explain complex ideas to both technical and non-technical stakeholders, including executive leadership and external school customers. * Strategic Thinking: Ability to leverage both qualitative and quantitative data to inform all decisions, and to make confident calls under uncertainty. What We Give In Return * Competitive cash and equity compensation * Health benefits (health, dental, & vision) * Student loan repayment benefits * 401k matching * Commuter benefits * Flexible PTO policy * Opportunities to grow and perform in a fast-paced environment alongside a stellar team Salary The salary range for this position is competitive and will be commensurate with the candidate's experience, qualifications, and industry knowledge, ranging between $200,000 to $210,000 annually. In addition to the base salary, we offer an attractive equity component as part of our compensation package, providing an opportunity for eligible employees to share in the success and growth of our company. We are committed to offering competitive compensation and benefits packages to attract and retain top talent. Closing If you are a driven engineering leader with deep fintech expertise and a passion for building systems that meaningfully serve the people who rely on them, we want to hear from you. Join us in reshaping how schools support their students and making a lasting impact on the future of higher education financing. Apply now to be part of our growing team! We are committed to creating a diverse and inclusive workplace where all employees feel valued, respected, and empowered to contribute their unique perspectives and talents. Clasp is an equal opportunity employer and prohibits discrimination and harassment of any kind. We embrace diversity and are dedicated to providing equal employment opportunities to all individuals regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law.

Gitlab

GitLab is the intelligent orchestration platform for DevSecOps. GitLab enables organizations to increase developer productivity, improve operational efficiency, reduce security and compliance risk, and accelerate digital transformation. More than 50 million registered users and more than 50% of the Fortune 100* trust GitLab to ship better, more secure software faster. The same principles built into our products are reflected in how our team works: we embrace AI as a core productivity multiplier, with all team members expected to incorporate AI into their daily workflows to drive efficiency, innovation, and impact. GitLab is where careers accelerate, innovation flourishes, and every voice is valued. Our high-performance culture is driven by our values and continuous knowledge exchange, enabling our team members to reach their full potential while collaborating with industry leaders to solve complex problems. Co-create the future with us as we build technology that transforms how the world develops software. *Fortune 500® is a registered trademark of Fortune Media IP Limited, used under license. Claim based on GitLab data. Fortune 100 refers to the top 20% ranked companies in the 2025 Fortune 500 list, published in June 2025. Fortune and Fortune Media IP Limited are not affiliated with, and do not endorse products or services of GitLab. AN OVERVIEW OF THIS ROLE As a Staff Backend Engineer (AI) in the Verify stage at GitLab, you'll help shape and scale the core infrastructure behind GitLab CI. You'll play a central role in how we integrate AI into CI/CD workflows. Your work will impact performance, reliability, and usability for people running millions of CI jobs, from small teams to the largest enterprises. AI is a top priority in the year ahead. In this role, you'll go beyond using AI tools and help define how we design, build, and iterate on AI-assisted and agentic CI experiences. You'll set standards for what good looks like across our AI agent portfolio, including how we measure success, how we instrument behavior in production, and how we account for large language model limitations. You'll also help responsibly integrate GitLab's Duo Agent Platform into CI workflows at scale, on a foundation that's fast, reliable, secure, and observable. We have ambitious goals for Agentic CI in FY27. As a Staff Engineer, you will: * Partner with Engineering, Product, and UX leadership to pressure-test our priorities: where we can move faster, where we're missing data, and where there's whitespace to innovate. Part of this includes learning and growing with the Engineering team you will collaborate closely with. * Define what success looks like across our agent portfolio and make sure we're tracking against it — not just shipping, but learning. * Bring a sharp eye to the competitive landscape, helping us understand what it takes to keep GitLab CI best-in-class in an increasingly agentic world. * Examples of Agentic CI work we have planned for the upcoming year: * AI Pipeline Builder, the foundational CI agent that auto-creates pipelines for new projects and serves as the launchpad for onboarding new CI users. * Automate the Fix a Failing Pipeline flow at scale – from dogfooding on internal GitLab projects through to safe, controlled rollout for customers, solving real infrastructure and scalability challenges. * Build the instrumentation and observability layer that makes agentic CI trustworthy — trigger volume dashboards, retry rates, cost safeguards — so we can measure what's working, catch what isn't, and iterate with confidence. * Harden the CI pipeline execution infrastructure that these agents depend on: database access patterns, background processing, and job orchestration built to handle the additional load that AI-driven automation introduces at enterprise scale. WHAT YOU’LL DO * Shape and scale GitLab CI backend infrastructure to improve performance, reliability, and usability for users running jobs at high volume. * Design and implement AI-powered features for Agentic CI, including agents, agentic flows, and LLM-backed tooling that integrates with GitLab's Duo Agent Platform. * Define what success looks like for AI in CI before you build, including baselines, measurable outcomes, and clear signals that help the team learn and iterate. * Build the instrumentation and observability needed to make AI-assisted CI trustworthy in production, including feature behavior metrics, dashboards, and safeguards. * Own and drive measurable performance improvements across CI systems (for example, database access patterns, background processing, and job orchestration) by forming hypotheses, running experiments, and validating results with data. * Write secure, well-tested, maintainable Ruby on Rails code in a large monolith, improving existing features while reducing technical debt and operational risk. * Lead cross-functional technical work with Product, UX, and Infrastructure, influencing architecture and execution across the Verify stage. * Share standards, patterns, and learnings with other engineers, raising the bar for responsible AI integration and evidence-driven engineering across CI. WHAT YOU’LL BRING * Advanced proficiency with Ruby and Ruby on Rails, with experience building and maintaining reliable backend services in a large codebase. * Strong PostgreSQL skills, including data modeling, query tuning, and scaling large tables through proactive performance investigation and remediation. * Hands-on experience building, running, and debugging high-traffic production systems, ideally in CI, workflow orchestration, or adjacent infrastructure-heavy domains. * Practical experience designing and shipping AI-powered backend features and integrations, including sound judgment about large language model limitations and responsible use in production. * A data-driven approach to engineering: defining hypotheses, establishing baseline metrics, instrumenting changes, and measuring outcomes against clear success criteria. * Familiarity with observability patterns and tools (metrics, logging, tracing) to diagnose issues, improve reliability, and guide iteration. * Strong backend architecture and delivery practices, including secure design, well-tested code, and strategies for safe rollouts and zero-downtime changes. * Clear written and verbal communication skills, including writing technical proposals and documentation, and collaborating effectively in a remote, asynchronous, cross-functional environment. ABOUT THE TEAM The Verify stage focuses on collaboration, iteration, and helping GitLab users run fast, reliable, and scalable Continuous Integration (CI) pipelines for projects of all sizes, from small teams to large enterprises. For more on how we work, see Team Handbook Page and Related Initiative. Remote-Global HOW GITLAB SUPPORTS FULL-TIME EMPLOYEES * Benefits to support your health, finances, and well-being * Flexible Paid Time Off  * Team Member Resource Groups * Equity Compensation & Employee Stock Purchase Plan * Growth and Development Fund * Parental Leave  Please note that we welcome interest from candidates with varying levels of experience; many successful candidates do not meet every single requirement. Additionally, studies have shown that people from underrepresented groups are less likely to apply to a job unless they meet every single qualification. If you're excited about this role, please apply and allow our recruiters to assess your application. ---------------------------------------------------------------------------------------------------------------------------------- Country Hiring Guidelines: GitLab hires new team members in countries around the world. All of our roles are remote, however some roles may carry specific location-based eligibility requirements. Our Talent Acquisition team can help answer any questions about location after starting the recruiting process.   Privacy Policy: Please review our Recruitment Privacy Policy. Your privacy is important to us. GitLab is proud to be an equal opportunity workplace and is an affirmative action employer. GitLab’s policies and practices relating to recruitment, employment, career development and advancement, promotion, and retirement are based solely on merit, regardless of race, color, religion, ancestry, sex (including pregnancy, lactation, sexual orientation, gender identity, or gender expression), national origin, age, citizenship, marital status, mental or physical disability, genetic information (including family medical history), discharge status from the military, protected veteran status (which includes disabled veterans, recently separated veterans, active duty wartime or campaign badge veterans, and Armed Forces service medal veterans), or any other basis protected by law. GitLab will not tolerate discrimination or harassment based on any of these characteristics. See also GitLab’s EEO Policy and EEO is the Law. If you have a disability or special need that requires accommodation, please let us know during the recruiting process.

Airbnb

Airbnb was born in 2007 when two hosts welcomed three guests to their San Francisco home, and has since grown to over 5 million hosts who have welcomed over 2 billion guest arrivals in almost every country across the globe. Every day, hosts offer unique stays and experiences that make it possible for guests to connect with communities in a more authentic way. The Community You Will Join: The Quality Platform team is at the heart of Airbnb’s mission to provide a seamless, high-quality experience for millions of hosts and guests. We don’t just find bugs - we build the infrastructure that prevents them. Our team sits at the intersection of Mobile Infrastructure, Developer Experience, and Applied AI. We empower thousands of engineers across Airbnb to ship with confidence by building high-scale platforms, AI-driven automation, and fault-tolerant systems. You will join a group of high-impact engineers who value craft, operational excellence, and the challenge of navigating one of the world’s most complex mobile codebases. The Difference You Will Make: As an Android Software Engineer, you will play a key role in evolving our Quality Platform. You will bridge the gap between product engineering and infrastructure, ensuring that our Android codebase remains highly testable and resilient as it scales. In this role, you will: * Build AI-Native Tooling: Move beyond traditional automation by implementing AI-driven agents that optimize our CI/CD pipelines and provide intelligent feedback to developers. * Enhance Developer Velocity: Identify and resolve systemic bottlenecks in the development lifecycle, allowing teams to move faster without compromising quality. * Advocate for Quality by Design: Work directly with product teams to guide architectural decisions, ensuring that new features are modular and testable from the first line of code. * Ship High-Scale Infrastructure: Own the development and maintenance of frameworks used by hundreds of engineers across Airbnb, ensuring they are performant, reliable, and easy to use. A Typical Day: * Hands-on Development: Write high-quality, performant Kotlin code to extend testing frameworks and build AI-powered developer tools, leveraging LLMs to accelerate development workflows * Technical Ownership: Take ownership of key components of our Automated Quality Platform, ensuring operational excellence and high availability (24x7) of our testing infrastructure. * Design & Review: Participate in deep-dive design reviews for new Android features, providing expert guidance on modularity and testability patterns. * Applied AI: Implement LLM-based solutions for smart test orchestration, test case generation, and autonomous test discovery to reduce CI feedback loops. * Cross-Functional Collaboration: Partner with Product and Mobile Infrastructure teams to align platform capabilities with the needs of the broader engineering org. * Mentorship: Review code and provide technical guidance to peers, fostering a culture of commitment to craft and engineering rigor. Your Expertise: * Experience: 3+ years of professional Android development experience (or with a PhD) in a fast-paced, high-growth tech environment. * Technical Mastery: Strong proficiency in Kotlin and the Android SDK. You have a solid understanding of modern Android architecture and the Gradle build lifecycle. * Infrastructure Experience: Demonstrated expertise in building or maintaining test automation frameworks (e.g., Espresso, Compose Test) at scale. * CI/CD & Tools: Familiarity with CI/CD orchestration and a passion for building tools that improve the developer experience. * AI Curiosity: A strong interest or hands-on experience in leveraging AI/LLMs to solve engineering productivity or quality challenges. * Problem Solving: Proven ability to navigate complex, ambiguous codebases and implement best-in-class solutions. * Communication: Excellent communication skills with the ability to facilitate technical discussions across cross-functional teams. Our Commitment To Inclusion & Belonging: Airbnb is committed to working with the broadest talent pool possible. We believe diverse ideas foster innovation and engagement, and allow us to attract creatively-led people, and to develop the best products, services and solutions. All qualified individuals are encouraged to apply. We strive to also provide a disability inclusive application and interview process. If you are a candidate with a disability and require reasonable accommodation in order to submit an application, please contact us at: reasonableaccommodations@airbnb.com. Please include your full name, the role you’re applying for and the accommodation necessary to assist you with the recruiting process.  We ask that you only reach out to us if you are a candidate whose disability prevents you from being able to complete our online application.