Senior DevOps Engineer

Waymark

9d • $109,000 - $194,000 • Remote

About The Position

At Waymark, our infrastructure directly enables care delivery — the tools built and operated here are used every day by community health workers, social workers, pharmacists, and care coordinators supporting patients with Medicaid benefits. As a Senior DevOps Engineer, you'll own projects from design through delivery, working closely with software and data engineers to keep our systems (dBt, Redshift) reliable and our teams moving. You communicate proactively, mentor junior engineers, and bring new ideas to the team — not just implementing what's asked, but helping shape how we build and operate. This is a role for someone who wants to do meaningful work at the intersection of technology and healthcare equity.

Requirements

• 5+ years of experience designing, implementing, and operating highly available, fault-tolerant systems in cloud environments
• Hands-on experience with AWS (EC2, ECR, CloudCloudFront, Route 53, etc)
• Experience with containerization and workload orchestration (Docker, Nomad)
• Proficiency with infrastructure as code tools (Terraform, Ansible)
• Strong knowledge of CI/CD practices including automated testing and deployment automation
• Strong Linux and shell/bash scripting skills
• Experience with relational databases (PostgreSQL) and messaging systems (RabbitMQ)
• Experience working in a regulated or compliance-driven environment (e.g. HIPAA, SOC 2, PCI, FedRAMP)

Nice To Haves

• Experience with service mesh and secrets management (Consul, Vault)
• Experience with data platforms and pipelines (dBt, SageMaker, Redshift)
• Experience with networking and DNS
• Experience with image building and provisioning automation (Packer)
• Programming experience (Python, Elixir, TypeScript)
• Exposure to Google Cloud (GCP)

Responsibilities

• Build, deploy, and maintain scalable, highly available systems on AWS
• Own CI/CD pipelines and drive improvements to deployment automation
• Own and evolve infrastructure as code using Terraform and Ansible
• Research new tools and technologies, develop proofs of concept, and introduce validated practices to the team
• Improve system reliability — sharpen alerting, build out runbooks, and deepen observability across our stack (Grafana, Loki, Mimir, Tempo)
• Participate in an on-call rotation; off-hours incidents are rare thanks to extensive automation and self-healing — occasional evening work is limited to planned maintenance and system upgrades
• Maintain process documentation, operational runbooks, and infrastructure diagrams
• Help maintain and manage systems for other teams (dBt and Redshift – to support our Analytics Team, SageMaker – to support our Data Science Team)
• Raise the DevOps literacy of the engineering team — mentoring junior engineers and helping non-infrastructure engineers build good practices around deployments, observability, and reliability
• Collaborate with engineering teams on infrastructure design decisions

Benefits

• Stock Options: Opportunity to invest in the company’s growth.
• Work-from-Home Stipend: A dedicated stipend for your first year to help set up your home office.
• Medical, Vision, and Dental Coverage: Comprehensive plans to keep you and your family healthy.
• Life Insurance: Basic life insurance to give you peace of mind.
• Paid Time Off: 20 vacation days, accrued over the year, plus 11 paid holidays.
• Parental Leave: 16 weeks of paid leave for birthing parents after six months of employment, and 8 weeks of bonding leave for non-birthing parents.
• Retirement Savings: Access to a 401(k) plan with a company contribution, subject to a vesting schedule.
• Commuter Benefits: Convenient options to support your commute needs.
• Professional Development Stipend: A dedicated stipend supports professional development and growth.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed