Define and evolve build and deployment pipelines for secure, reliable production releases
Lead the design and operation of pre‑production and production cloud infrastructure to ensure high availability, performance, and security
Partner with Engineering teams to improve release flow from development to test and production
Define and implement monitoring, alerting, and incident response practices
Lead complex troubleshooting efforts, root cause analysis, and drive systemic post‑incident improvements
Evaluate, recommend, and implement new infrastructure technologies and services
Ensure platforms meet or exceed healthcare security and compliance standards
Establish and drive adoption of SRE best practices (SLOs, SLIs, error budgets, reliability engineering standards)
Cross-Team Leadership & Influence
Serve as a technical leader and advisor across Service Reliability, DevOps, and engineering teams
Mentor engineers through design reviews, knowledge sharing, and guidance on best practices
Influence system design and architectural decisions to improve scalability and resiliency
Partner with teams to prioritize reliability initiatives and reduce operational risk
Contribute to defining engineering standards, best practices, and operational runbooks
Foster a culture of ownership, accountability, reliability, and continuous improvement
Required skills, abilities, and education
Bachelor's degree in Computer Science, Computer Engineering, Information Security, or equivalent practical experience
8+ years of experience in SRE, DevOps, or infrastructure engineering roles
Deep expertise in managing cloud-based infrastructure, preferably in Azure
Strong experience with Kubernetes, including: Cluster setup, networking, access control, and authorization
Deployments, services, config maps, secrets, and cronjobs
Designing, deploying, and maintaining service mesh infrastructure
Strong experience with GitHub Actions and CI/CD pipelines
Experience supporting production environments and high‑availability systems
Familiarity with Agile methodologies (Scrum, sprints, backlogs)
Experience managing certificates, secrets, and monitoring systems
Strong collaboration skills across a large, evolving engineering organization
Demonstrated ability to lead complex technical initiatives across multiple teams
Bias toward action with a focus on continuous improvement
Technical Experience Areas:
Cloud Infrastructure
Load balancers, VNets, DNS, network firewalls
API Management
Service Bus
Storage accounts
Automation functions
Virtual Machines, scale sets, and Azure Virtual Desktops
Active Directory and domain services
Monitoring and alerting systems
Secret and key management
Platform & Data
Kubernetes clusters and container registries
kubectl and container operations
Redis
SQL, PostgreSQL, and MongoDB
Preferred skills, abilities, and education
Experience operating at a Principal, Staff, or senior technical leadership level
Experience in healthcare or HIPAA-regulated environments
Experience designing and scaling SRE practices (SLOs, observability, incident management)
Track record of improving reliability, performance, or operational maturity at scale
Strong communication and stakeholder management skills
Demonstrated ability to mentor and influence engineers without direct authority
Curiosity and willingness to learn and adopt new technologies
What we have to offer
The opportunity to grow alongside an early-stage company shaking up a big, old-fashioned industry
Flexible time off, including 12 paid holidays
401k match plus 100% employer paid medical, dental, and vision premiums
Company contribution to Health Savings Account
Stock optio
Benefits
Health insuranceDental insuranceVision insurance401(k)Flexible scheduleEquity / stock options
Additional Information
Who is Prescryptive?
Prescryptive is the healthcare technology company enabling the direct access marketplace for prescription drugs. Our platform aligns incentives so affordability, choice, and patient access become the natural outcome of a functioning system. Learn more about us by following us on LinkedIn or visiting Prescryptive.com .
About this role
We are looking for a Principal Service Reliability Engineer to be responsible for the reliability, scalability, security, and performance of our cloud-based platforms across pre‑production and production environments.
This role is a senior individual contributor position focused on technical leadership, architectural influence, and reliability strategy. You will partner across engineering, product, and platform teams to design and operate highly resilient systems while setting the standard for Service Reliability Engineering practices across the organization.
As a healthcare technology company, Prescryptive not only meets HIPAA requirements but strives to exceed them through proactive infrastructure design, automation, monitoring, and operational excellence. The ideal candidate is a deep technical expert who excels at influencing without authority, leading through expertise and driving reliability at scale.
Prescryptive · Remote