Note: The job is a remote job and is open to candidates in USA. TailorCare is transforming specialty care through a personal, evidence-based approach to improving patient outcomes. The Senior Site Reliability Engineer will build and scale resilient, secure infrastructure, standardize AWS and Terraform, develop universal CI/CD systems, improve observability and DORA metrics, and partner with engineering teams on reliable operations.
Responsibilities
- Implement the standardization of our AWS footprint using Terraform. Eliminate manual provisioning, establish reproducible environments, and integrate AI-assisted tooling (e.g., automated PR reviews, intelligent infrastructure operations) to accelerate our workflows
- Build and maintain universal CI/CD pipelines (e.g., GitHub Actions) that remove friction from the SDLC. Track and improve DORA metrics across engineering teams to ensure we are shipping quickly and safely
- Implement observability improvements across AWS and third-party integrations. Monitor and support SLOs, SLIs, and error budgets for key services, ensuring high availability for our web/mobile apps, telephony stack, and data processing
- Act as a bridge between SRE and software/data engineering. Advocate for operations-focused engineering in an empathetic, contributory spirit. You will treat developers as your customers and build self-service tooling so they can ship without filing tickets
- Because our business operates across all US time zones (ET, CT, MT, and PT), you will help stand up the on-call rotation and contribute to shaping sustainable core on-call hours and escalation paths alongside the Director
- Lead production incidents with a calm demeanor, drive blameless post-incident reviews (RCAs), and collaborate with teams to fix systemic issues so they don't happen again
- Help implement and maintain infrastructure controls (IAM, encryption, network segmentation) that align with HIPAA and HITRUST requirements, ensuring a secure environment for patient data
- Other duties as assigned
Skills
- * 5+ years in Software Engineering, SRE, DevOps, or Platform Engineering, with a proven track record of operating at a Senior level (building systems, delivering technical initiatives, and collaborating with peers)
- * Deep hands-on AWS expertise (VPC, IAM, ECS/EKS, Lambda, RDS, S3) and production-grade Terraform experience at scale (modules, state management, multi-environment)
- * Strong programming skills in Python, Go, TypeScript, or similar. You treat infrastructure as software and automate away toil
- * Hands-on experience with modern observability stacks (Datadog, CloudWatch, Grafana, etc.) and a practical understanding of how to implement SLOs, SLIs, and error budgets in a startup environment
- * Deep experience maintaining and standardizing CI/CD pipelines and tracking delivery metrics (like DORA)
- * Ability and willingness to travel up to 10% as needed for onsite meetings, team collaboration, and company events
- * **You own outcomes:** When something breaks, you fix it and improve the system so it does not happen again
- * **You write code and ship infrastructure:** You are a builder at heart and thrive in hands-on technical environments
- * **You are an empathetic partner:** You don't throw policies over the wall; you build paved roads and enable product engineers to do their best work safely
- * **You build for clarity and simplicity:** You distrust complexity that does not earn its keep
- * **You bring calm to incidents and discipline to operations.**
- * **You surface risks early:** Bad news early is manageable; bad news late is expensive
- * Excellent communication skills with a history of building high-trust partnerships with software engineering teams
- * Experience operating in a HIPAA, HITRUST, SOC 2 Type II, or comparably regulated growth-stage environment is highly desired
- * Experience integrating or operating Salesforce and telephony/contact center platforms (like Amazon Connect) is a plus
- * Familiarity with data platforms (Databricks, Snowflake, Fivetran) is a plus
- * Interest or experience in AI/LLM-assisted operations tooling and automation is a plus
Benefits
- Remote-first company with options for a hybrid work model in Nashville
- Generous paid time off (PTO) and holiday plans
- Paid parental leave
- Medical, dental, vision, life, and disability insurance
- Wellness resources and an employer HSA contribution
- A 401k plan that includes employer matching
Company Overview