Healthcare IT powers technology delivery across One Medical's nationwide clinic network and Amazon Pharmacy's fulfillment operations. Our team owns the engineering, deployment, management, patching, and support of healthcare endpoints once they reach the field, ensuring clinicians and pharmacy staff have reliable, secure technology that stays out of their way so they can focus on patients.

As a Systems Engineer on the Healthcare IT team, you will own the operational health of a fleet of over 7,000 endpoints spanning Windows, macOS, iOS, and Android across hundreds of clinic and fulfillment center locations. You will use technology to solve difficult operational problems: keeping devices patched, compliant, and performant at scale, root-causing failures across endpoint, identity, and network systems, and building the automation that lets a talented team operate a large fleet. You will serve as tier 3 support for on-site technology teams, owning the escalation path for complex endpoint infrastructure issues that require deep technical investigation.

This is a hands-on operational engineering role. You will identify the patterns behind recurring device failures and automate them away, script fleet-wide configuration and patching changes, build monitoring that surfaces device health and compliance across the fleet, and drive operational excellence initiatives that produce measurable results. You will make trade-offs between time, resources, and operational burden, and you will resolve, mitigate, or escalate security and reliability risks with sound judgment.

Healthcare IT is a fast-paced environment where priorities shift as the business grows. You will work across multiple technology domains (endpoint management, identity, networking, cloud infrastructure) and must be comfortable context-switching between project execution and operational support.

On-Call Responsibility:
This position involves on-call responsibilities for high-severity events related to critical endpoint infrastructure and identity systems. We invest in fault-tolerant design and root-cause resolution to minimize pages. When we do get paged, we work together to fix the underlying issue so it does not recur.

Key job responsibilities
- Own the operational health, availability, and performance of a fleet of over 7,000 healthcare endpoints (Windows, macOS, iOS, Android)
- Build reusable automation and tooling that scales fleet operations: device provisioning, patching, compliance enforcement, and configuration management
- Serve as an excellent diagnostician: interpret logs, understand dependencies, and root-cause failures across endpoint, identity, and network systems
- Provide tier 3 support for production healthcare endpoint infrastructure, resolving complex escalations from field teams
- Integrate device management platforms (MDM), identity providers (Active Directory, SAML/SSO), and operational tooling through scripting and APIs
- Identify and remediate operational and security risks across the fleet; participate in security compliance reviews and vulnerability management
- Build monitoring, alerting, dashboards, and metrics reporting for device health, patch compliance, login latency, and fleet-wide anomalies
- Support specialized device fleet infrastructure including image tuning, patching, and monitoring
- Drive operational excellence initiatives that demonstrate measurable improvements in reliability, compliance, or support burden
- Create and review SOPs, runbooks, and operational documentation; drive engineering and operational best practices
- Participate in a 24x7 on-call rotation for critical infrastructure services

BASIC QUALIFICATIONS

- Bachelor's degree in Systems Engineering, Computer Science, or related field or relevant work experience
- 4+ years of site reliability engineering (SRE), systems engineering, systems administration, DevOps, security administration, or network administration experience
- Experience with a scripting language such as PowerShell, Python, Bash, Perl, Ruby or similar
- Knowledge of networking protocols such as HTTP(S), DNS, and TCP/IP
- Experience in systems administration (Windows/MacOS)

PREFERRED QUALIFICATIONS

- Experience designing and developing scripts to automate operational burdens and reviewing scripting changes to ensure they meet the standards for maintainability, scalability and security
- Experience working in 24/7 production environment
- Experience with service-oriented architecture and web services
- AWS Certification (Cloud Technologist, Solutions Architect, SysOps Administrator, Developer), or equivalent
- Microsoft Certification such as Microsoft Certified: Windows Server Administrator Associate, Microsoft 365 Certified: Endpoint Administrator Associate, or equivalent.

Amazon is an equal opportunity employer and does not discriminate on the basis of protected veteran status, disability, or other legally protected status.

Our inclusive culture empowers Amazonians to deliver the best results for our customers. If you have a disability and need a workplace accommodation or adjustment during the application and hiring process, including support for the interview or onboarding process, please visit https://amazon.jobs/content/en/how-we-hire/accommodations for more information. If the country/region you’re applying in isn’t listed, please contact your Recruiting Partner.

The base salary range for this position is listed below. Your Amazon package will include sign-on payments and restricted stock units (RSUs). Final compensation will be determined based on factors including experience, qualifications, and location. Amazon also offers comprehensive benefits including health insurance (medical, dental, vision, prescription, Basic Life & AD&D insurance and option for Supplemental life plans, EAP, Mental Health Support, Medical Advice Line, Flexible Spending Accounts, Adoption and Surrogacy Reimbursement coverage), 401(k) matching, paid time off, and parental leave. Learn more about our benefits at https://amazon.jobs/en/benefits.

USA, WA, Seattle - 104,500.00 - 160,000.00 USD annually

PillPack, LLC jobs

Systems Engineer II, Healthcare IT