Role Description This is a player-coach role. Roughly 60 to 70 percent of your time is hands-on engineering: writing Terraform, designing pipelines, troubleshooting production, making architectural calls that keep our customers running. The other 30 to 40 percent is leadership: mentoring the existing DevOps team, partnering with engineering leaders, building the operational foundation that lets us scale from where we are today to a 5 to 10 person infrastructure team. You will be the senior DevOps voice in the room. You will own decisions about how we deploy, how we secure, how we scale, and how we control cloud spend. You will not need three layers of approval to do your job. What You Will Do - Lead the DevOps function as a player-coach, balancing hands-on technical contribution with team leadership and mentorship. - Design and operate our deployment automation, from GitHub through to customer environments, using Terraform and GitHub Actions. - Drive the active migration from Azure-heavy infrastructure toward an AWS-forward future state, while keeping current Azure workloads stable. - Set the standard for infrastructure as code. Target 95 percent IaC coverage within 12 months. - Own cloud cost. Reduce Azure spend by 50 percent and AWS spend by 25 percent through architectural and operational discipline. - Bake security and compliance into infrastructure by default. Support HITRUST and SOC 2 control requirements as a built-in capability, not an afterthought. - Move our application architecture toward cloud-native patterns (ECS, Kubernetes) where they make sense. - Build and grow the DevOps team. Recruit, onboard, and develop the people who will scale this function with you. - Partner closely with engineering, security, and product leaders. Be the bridge between infrastructure and the rest of the business. Qualifications - 10+ years in DevOps, infrastructure, or platform engineering, with at least the last 3 years in an active individual contributor capacity. - Production-grade Terraform experience. You can design and operate complex IaC patterns at scale, not just write modules. - Deep multi-cloud experience: AWS as primary going forward, Azure for current state. Strong on at least one, real working knowledge of both. - CI/CD pipeline design and operation, ideally with GitHub Actions. End-to-end automation from commit to customer. - Container orchestration in production (Kubernetes, Docker, Podman). - Linux infrastructure proficiency, including shell scripting. Comfortable in mixed Windows / Linux transitional environments. - Track record managing a small team. - Experience operating in a regulated industry: healthcare, finance, government, or similar. - Strong cross-functional collaboration. - Self-directed. You can read a problem, make a call, and own the outcome without escalating every decision. Nice to Have - Prior software development background. - Jira systems administration experience. - Past experience scaling a DevOps function from a small team to a real organization. - Located in the New Hampshire or greater Boston area. Compensation & Location - Base salary range: $150,000 to $185,000, depending on experience. - Target hire is around $165,000. - Performance bonus per company plan. - Standard health, dental, vision, and PTO. - Remote within the United States. We are not hiring in California for this role. Our Hiring Process - Application review and quick assessment (about 30 minutes, sent automatically). - Screening conversation with our senior engineering leader (about 45 minutes). - Deep technical interview with our senior architect (60 to 90 minutes). - Focused interview with the CTO on leadership and team fit (60 minutes). - On-site final conversations with our CEO and CAO at a location convenient to you (30 minutes each). - Reference checks and offer. How to Apply Apply through this posting. We review every application that clears our initial filters within 5 business days.