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.

What you will do

Technical Leadership & Reliability

• 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 options

Prescryptive is committed to fair pay practices. The projected annual salary for this position is $150k to $205k. When preparing an offer, we consider the candidates resume, experience, interview feedback, internal equity, and location.

Prescryptive is an Equal Opportunity Employer. Prescryptive does not discriminate on the basis of race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. All employment is decided on the basis of qualifications, merit, and business need.