We envision a world where all consumers enjoy exceptional accessto the best expertise to
prevent, treat and cure illness. DexCare’s mission is to empower those that provide care with the
tools, systems, and intelligence necessary to deliver on this vision.
About the Role
Dexcare is looking for a Senior Site Reliability Engineer who genuinely enjoys the craft.
Someone who takes pride in a clean Terraform module, cares about observability because
they’ve felt the pain of flying blind, and believes good documentation is an act of kindness for
your teammates. You’ll be hands-on with our AWS infrastructure, especially EKS, IAM, and
RBAC, building things that are secure by default, not as an afterthought. Familiarity with
Lambda, Fargate, and serverless infrastructure is a plus. You’ll own our CI/CD pipelines in
GitHub Actions, set up guardrails that let engineers ship quickly and confidently, and keep
Datadog tuned so we know what’s happening in our systems before our customers do. On any
given week you might be writing modules, building a Python script to eliminate a tedious
manual process, writing a runbook that’ll save someone’s 2am, or digging through a
postmortem with the team with a focus on learning, not blame.
We work in an Agile environment with an on-call rotation, use Jira, with clear tracking of work,
priorities, and progress. We approach our processes with thoughtfulness and the intent to
constantly iterate and make it better. You don’t need to have all the answers; you just need
curiosity, clear communication, and a willingness to own your slice of the system while keeping
it accessible and scalable, enabling us to build together.
Responsibilities (8 Bullets)
Design,scale, and operate resilient, cloud-native infrastructure in AWS with a strong
emphasis on EKS, IAM, RBAC, and modern security-first practices.
Build and optimize CI/CD pipelines with GitHub Actions and GitHub Advanced Security,
enabling velocity without compromising safety.
Own observability across the stack using Datadog (metrics, logging, alerting, and
tracing).
Write and maintain Terragrunt, Terraform modules, and infrastructure-as-code (IaC)
automation.
Develop internal tools and scripts in Python to automate operational workflows and
reduce manual overhead.
Document everything from runbooks to standards so teams stay aligned and systems
stay stable.
Actively contribute to Agile workflows using Jira, with clear tracking of work, priorities,
and progress.
Participate in on-call rotations, postmortems, and continuous improvement efforts —
always with a blameless, team-first mindset.
Qualifications(10 Bullets)
6+ years in a Senior SRE or DevOps role supporting production cloud infrastructure at
scale, preferably in SaaS, PaaS, high-growth, or fast-paced environment.
Deep experience with AWS (IAM, EKS, VPC, EC2, Secrets Manager, Serverless) and RBAC.
Knowledge of compliance standards like HIPAA, HITRUST, or SOC 2.
Hands-on proficiency with Terraform, Terragrunt, Helm, and container orchestration.
Proven experience building and maintaining GitHub Actions for CI/CD, including GitHub
Advanced Security features like secret scanning and code policy enforcement.
Strong Datadog experience building dashboards, tuning alerts,setting up monitors, and
interpreting telemetry.
Solid Python scripting experience for automation and internal tools.
You value clear, accurate documentation as a core part of engineering, not an
afterthought.
Comfortable working in Agile/Scrum environments with well-tracked Jira workflows.
Practical experience with resource analysis and infrastructure optimization.
Preferred Experience (4 Bullets)
AWS DevOps Engineer Professional Certification.
Familiarity with Lambda, Fargate, and serverless infrastructure.
Experience with multitenant platforms or customer-isolated deployments.
Experience with Azure or moving from Azure to AWS.
Who is DexCare?
DexCare, Inc. is a data-driven intelligence company focused on health and well-being. We were
Incubated at Providence, one of the nation’s largest health systems, we are a Series B startup
backed by leading health systems and top investors. Our products bring together health system
consumers and providers for better care access, streamlined operations, and improved health
outcomes.
DexCare is led by a mission-driven team experienced in building successful, innovative, and
transformative health technology companies. As a remote-first company, we are committed to
building a diverse, inclusive, and collaborative culture that empowers every team member to
do their best work
