Who is Prescryptive?

Prescryptive Health is a healthcare technology company delivering solutions that empower consumers. Prescryptive’s secure, mobile-first products connect consumers, pharmacists, and employers, ultimately providing people with the information they need to make informed decisions and take control of their health. To learn more about Prescryptive Health, visit Prescryptive.com.

About the Role

The Lead Service Reliability Engineer at Prescryptive is responsible for the reliability, scalability, security, and performance of our cloud-based platforms across pre‑production and production environments. This role blends hands‑on technical leadership with people leadership, guiding and mentoring a small team of Service Reliability / DevOps Engineers while remaining deeply involved in design, deployment, and operations.

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 strong technical expert who also enjoys leading engineers, influencing teams, and raising the bar for reliability and security.

What You Will Do

Technical Leadership & Reliability

Own and define build and deployment pipelines for secure, reliable production releases

Lead the operation of pre‑production and production cloud infrastructure to ensure high availability, performance, and security

Partner with Engineering and Product teams to manage release flow from development to test and production

Define and implement monitoring, alerting, and incident response practices

Lead troubleshooting, root cause analysis, and post‑incident improvements

Evaluate, recommend, and implement new infrastructure technologies and services

Ensure platforms meet or exceed healthcare security and compliance standards

Team Leadership & Enablement

Act as the technical and people lead for a team of Service Reliability / DevOps Engineers (minimum of 2)

Provide day‑to‑day guidance, technical direction, and mentorship for team members

Conduct regular 1:1s, provide feedback, and support career development

Help prioritize work, balance operational needs, and remove blockers for the team

Support onboarding and ongoing skill development

Help establish best practices, standards, and operational runbooks

Foster a culture of ownership, accountability, reliability, and continuous improvement

What You Will Bring

Required Qualifications

Bachelor’s degree in Computer Science, Computer Engineering, Information Security, or equivalent practical experience

5+ years of experience in SRE or DevOps roles

Prior experience leading engineers, either formally or as a technical/team lead

Strong experience managing cloud-based infrastructure, preferably in Azure

Demonstrated expertise 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

Experience supporting production environments and high‑availability services

Familiarity with Agile methodologies (Scrum, sprints, backlogs)

Experience managing certificates, secrets, and monitoring systems

Strong collaboration skills within a large, evolving engineering organization

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 Qualifications

Experience leading SRE, DevOps, or Platform teams

Experience in healthcare or HIPAA-regulated environments

Experience guiding on‑call rotations and incident response practices

Track record of improving reliability, performance, or operational maturity

Strong communication and stakeholder‑management skills

Demonstrated ability to mentor and grow engineers

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 $125k to $195k. 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.