Technical Lead (Infrastructure)

• This role will require being full-time onsite at our New York City or Toronto office to support collaborative team dynamics and innovative problem-solving. You will participate in an on-call rotation covering 8:00am–4:00pm ET
• This is a player-coach role: you’ll lead a small team of infrastructure engineers while staying hands-on in the engineering work itself
• Be an extra set of hands on your team’s projects, take on smaller initiatives yourself so the team can stay focused on roadmap work, and help build, shape, and execute our infrastructure roadmap. Expect to spend roughly 60% of your time on hands-on engineering and 40% on leading the team
• Lead and develop a small team of talented infrastructure engineers through regular 1:1s, coaching, feedback, and career development
• Help shape a team culture of open communication, craftsmanship, and ownership
• Take direct responsibility for the quality and delivery of the team’s work
• Participate in hiring and growing the team
• Protect the team’s focus by triaging incoming requests and unplanned work, so engineers can stay on roadmap priorities
• Be an extra set of hands on your team’s projects: pair on hard problems, unblock work, review designs and code, and pick up pieces of larger efforts when it helps the team move faster
• Own and deliver smaller infrastructure initiatives end to end
• Participate in the team’s on-call rotation (8:00am–4:00pm ET), act as a technical leader during production incidents, and drive postmortems and follow-up work
• Champion Infrastructure as Code, automation, and engineering best practices, leading by example
• Partner with the Head of Infrastructure to build, shape, and execute the infrastructure roadmap
• Translate long-term goals into concrete, shippable milestones, and plan, estimate, and make tradeoffs with your team
• Own and be accountable for KPIs covering the reliability, resiliency, and uptime of critical services
• Collaborate with engineering, security, and product teams to identify infrastructure requirements, risks, and opportunities, including cloud cost optimization
• Facilitate thorough documentation and knowledge sharing

Benefits

• Company-paid medical, dental, and vision plans
• Catered lunches, fresh snacks, and gourmet coffee
• Commuting made easy with company-paid Caltrain passes
• Competitive compensation, stock options, and 401k plan
• Flexible vacation time
• Remote/hybrid friendly with physical location workspaces
• Top-end computer equipment to power your work- We are looking for teammates who share and practice our values: open communication, transparency, taking ownership, and a high level of craftsmanship
• Strong Linux systems administration skills and networking fundamentals (VPCs, security groups, load balancers, CNI plugins, network policy management)
• Proficiency in at least one high-level programming language, preferably Go, with strong bash scripting
• Extensive experience securing, scaling, and operating Kubernetes in production, with associated tooling (ArgoCD, GitOps, Grafana) and advanced Terraform
• Operational experience with relational and NoSQL databases
• 6+ years of experience in DevOps, SRE, or infrastructure engineering, building and operating complex, high-stakes production systems
• Experience participating in and organizing on-call rotations, and leading incident response
• 2+ years leading a team of engineers, including people leadership responsibilities such as 1:1s, feedback, and performance conversations
• Excellent written and verbal communication skills
• Hands-on experience with a major public cloud provider. We operate primarily on AWS but believe skills in one cloud provider translate to others
• Strong project management skills and experience collaborating across teams
• Experience with GitHub Actions and CI/CD pipelines
• A track record of balancing hands-on technical work with team leadership
• Security operations experience, including vulnerability management, security monitoring, and incident response
• Experience with compliance frameworks and audit lifecycles (SOC, ISO, regulators, etc.)
• Cloud cost optimization and capacity planning experience
• Deep observability experience (Prometheus, Alertmanager, Loki, ELK)
• Experience sourcing and hiring engineering talent
• A history of delivering internal tools or automation that improved developer or operator workflows
• Blockchain/crypto infrastructure experience, such as running nodes and validators
• Prior experience in financial services or regulated industries