Job Title: Senior Infrastructure Engineer Company Name: Pinpoint Job Url: https://workwithus.pinpointhq.com/en/postings/baa10d0a-1485-472b-a813-89a6688e4e97?jr_id=698f47476ea51a7610f18f75 Job Description: Senior Infrastructure Engineer Hi 👋 I’m Bill, CTO at Pinpoint. We’re a high-growth HR tech company building and selling software that helps in-house recruitment teams attract, hire, and onboard the right talent. Today, we have a strong foundation in place, with a mature product, rapid growth, strong product–market fit, and happy customers. As we grow, the complexity and expectations around our platform are increasing. We’re shipping more, supporting more customers, and reliability and performance can’t be reactive. To maintain trust and execution quality, we need deeper infrastructure ownership embedded in engineering. That’s where you come in. We’re hiring a Senior Infrastructure Engineer to strengthen our platform reliability as we scale. As the second member of our dedicated infrastructure team, you’ll operate as a senior individual contributor with meaningful autonomy. You’ll work across the full surface area of our environment and own problems end-to-end, partnering closely with our Lead Infrastructure Engineer, CTO, and senior developers to improve reliability across the organisation. The fine print (but a bit more exciting): This is a remote-first role based in the UK or Poland, with occasional in-person team meetups. Our HQ is in Jersey (UK), and our ~90-person team is spread across the UK, US, and EU Our infrastructure team is intentionally small. You’ll be expected to operate independently as a subject matter expert. There isn’t a large platform team to lean on Our tech stack is pragmatic and maintainable rather than trend-driven. We run a monolithic Ruby on Rails application with a React frontend, deployed and managed via Cloud66. We use GitHub and GitHub Actions for CI, Terraform (OpenTofu) for infrastructure as code, and Datadog for monitoring and observability. Pinpoint isn’t for everyone. We’re still operating in startup mode. Things move quickly, priorities evolve, and we value people who take ownership rather than wait for instruction Our values actually matter here. We hire people who reflect them in how they work, collaborate, and make decisions About the Role: Improve monitoring and alerting across infrastructure and application layers Diagnose and reduce production instability, including load spikes and database bottlenecks Strengthen our use of Datadog, particularly logging quality and alert signal-to-noise ratio Improve capacity planning through testing, monitoring, and forecasting Ensure new features ship with appropriate production metrics and reliability safeguards Implement and maintain best practices across infrastructure security, compliance, and vulnerability management Participate in on-call rotations, incident response, and post-incident analysis Maintain clear and up-to-date infrastructure documentation Improve our CI/CD pipeline and overall infrastructure performance What Success Looks Like: Fewer surprise production incidents Faster diagnosis and recovery when issues occur Clear, actionable dashboards and alerts More predictable performance under load Increased engineering confidence when shipping new features About You: 4+ years of hands-on experience in infrastructure, DevOps, platform, or site reliability roles Experience maintaining the reliability and scalability of a production SaaS application Experience participating in on-call rotations and incident response Strong working knowledge of infrastructure as code (e.g. Terraform), testing practices, containerisation, and orchestration Experience with monitoring, metrics visualisation, and alerting platforms, ideally Datadog Strong problem-solving ability and sound technical judgment in ambiguous environments Clear communicator who documents decisions and contributes to thoughtful post-incident reviews Comfortable getting close to the codebase when needed Motivated to improve systems through automation and efficiency gains Curious and resourceful — AWS documentation doesn’t intimidate you Huge plus if you have: Experience optimising MySQL, PostgreSQL, or Redis Deep familiarity with AWS Advanced Datadog experience, particularly around logging and observability Experience working within SOC2 or ISO27001 environments Familiarity with Ruby or Ruby on Rails applications What We Offer: We want Pinpoint to be the best place you’ve ever worked—somewhere you feel valued, supported, and excited to grow. Here’s what you’ll get: Comprehensive healthcare – Excellent medical, dental, & vision coverage for you and your family  Unlimited holidays – Take the time you need to rest and recharge  Mental health support – Unlimited, immediate access to professional counseling via Spill  Retirement contributions – 401k or pension contributions depending on your location  Remote-first – Work where you’re most productive, with flexibility and trust as the default  Equity with real upside – Share in the long-term value you help create  Fully paid parental leave – Up to 16 weeks of paid leave for new parents  Learning budget – Annual funds for courses, books, or anything that supports your growth A detailed overview of our benefits can be found here. About Pinpoint We’re changing the way companies hire, and rewriting the rules of recruitment. We’re a high-growth HR tech company building software that makes hiring faster, fairer, and more human, fixing the broken processes that make it hard for great candidates and great companies to find each other. Founded in 2018, we bootstrapped our way to 500+ customers and $5M ARR before raising private equity funding in 2023 to support our next stage of growth. Today, we’re a 90-person team across the U.K. and U.S., serving more than 1,000 organizations worldwide. We scale deliberately, with sensible unit economics and no layoffs, because we’re building for the long term—not the next funding round. Our product is deep and configurable enough to support complex hiring workflows, yet simple enough for teams to love using every day. That balance is what makes Pinpoint different. We back it up with genuine care, including fast (under 90 seconds) support from real people who know the product. Our culture is built on genuine transparency and values we actually use to make decisions. Even as we’ve moved past early-startup noise, everyone here still shapes how we operate—taking ownership, staying curious, and solving problems proactively. As we scale, we balance structure with flexibility while holding ourselves to a high bar for respect and kindness. If you’re excited by meaningful problems, high ownership, and working with smart, kind teammates, we’d love to hear from you.