Principal DevOps Engineer

Company Description

At Amwell, we're transforming healthcare for all—powered by technology and inspired by people. Here, your ideas don't just matter—they drive real change, improving lives on a global scale.

We marry technology and innovation with clinical excellence to provide trusted solutions that solve the healthcare industry's biggest pain points and are on a mission to enable greater access to more convenient, affordable, and effective care.

We do this through our technology-enabled care platform that is designed to help our clients achieve their digital care ambitions – today and in the future. We offer programs spanning the full care continuum, including urgent, acute and specialty care, behavioral health, and services for the treatment of chronic conditions such as heart and cardiometabolic diseases. Programs are powered by Amwell as well as our growing partner network.

For almost two decades, Amwell has proudly served some of the largest and most sophisticated healthcare organizations in the U.S. and worldwide. Our team is passionate about technology's role in transforming care delivery and making it more equitable, accessible, efficient, cost-effective and navigable for all.

Brief Overview 

As a Principal DevOps Engineer, you will play a pivotal role in shaping the architecture, scalability, and reliability of Amwell's infrastructure and DevOps platforms. You will be responsible for designing and evolving cloud systems that enable product teams to deliver faster, safer, and more predictably. This role demands a blend of hands-on technical leadership and strategic foresight, guiding the organization toward automation, observability, and operational excellence.

You will mentor senior engineers, influence engineering-wide standards, and ensure that Amwell's platform remains resilient, secure, and cost-efficient. Above all, you will lead by example—transforming complex systems into stable, scalable, and reliable foundations for innovation.

Core Responsibilities 

Infrastructure Architecture and Scale

• Design and evolve multi-region, multi-account cloud architectures that balance performance, resiliency, and compliance.
• Define long-term strategies for compute, networking, and storage systems across AWS, GCP, or Azure.
• Partner with SRE and product teams to improve scalability, latency, and fault tolerance.
• Anticipate challenges in complex systems and proactively shape architecture for long-term stability.

Automation and Delivery Systems

• Architect and maintain enterprise-grade CI/CD frameworks supporting hundreds of daily deployments.
• Champion Infrastructure as Code using Terraform, Ansible, and other automation tools.
• Drive a culture of reliability through blue-green, canary, and feature-flag deployment strategies.
• Ensure automation practices enhance both speed and sustainability.

Observability and Reliability

• Establish organization-wide observability standards using Prometheus, Grafana, ELK, or OpenTelemetry.
• Define and maintain SLOs, SLIs, and error budgets that align with product goals.
• Build and mentor an incident response culture focused on learning and continuous improvement.
• Develop resilient systems capable of maintaining stability under pressure.

Security, Compliance, and Governance

• Embed security and compliance automation across delivery pipelines from development to production.
• Ensure adherence to HIPAA, SOC2, and internal governance standards.
• Drive zero-trust principles and supply chain hardening across infrastructure layers.
• Promote compliance as an integral aspect of architectural integrity.

Cost and Performance Optimization

• Lead FinOps initiatives aligning cloud spend with measurable business value.
• Implement predictive scaling and anomaly detection to optimize performance and cost efficiency.
• Create visibility frameworks that tie operational decisions to financial outcomes.

Leadership and Influence

• Serve as a technical authority and mentor across DevOps, SRE, and platform teams.
• Define engineering-wide patterns for automation, reliability, and release governance.
• Lead architecture reviews and design sessions, providing clarity and direction.
• Partner with executives to align infrastructure strategies with company vision and product goals.

Qualifications

• 10+ years of experience in DevOps, SRE, or Infrastructure Engineering, including 5+ years in a senior or principal role.
• Deep expertise with AWS (ECS, EKS, RDS, Lambda, Route 53, CloudWatch, KMS).
• Advanced proficiency in Infrastructure as Code (Terraform, Ansible, CloudFormation).
• Strong command of CI/CD automation and large-scale release orchestration.
• Extensive understanding of distributed systems, networking, and data reliability.
• Proven success implementing observability frameworks and incident response systems.
• Demonstrated ability to shape engineering culture focused on automation, accountability, and operational excellence.
• Excellent communication skills with the ability to translate technical depth into executive clarity.

Additional Information

As a Principal DevOps Engineer, your influence extends across the organization. You define how engineering scales—technically, operationally, and culturally. Your work enables hundreds of engineers to build safely, securely, and continuously. You are the signal beneath the noise.

You balance complexity with clarity. You see the connections between culture, systems, and structure. You make decisions that last beyond a sprint—building for long-term stability and purpose. You transform vision into architecture and architecture into enduring systems.

Do Well. Live Well. At Amwell. 

Driven by our mission and values, we foster a workplace where Delivering Awesome, being Customer First and operating as One Team aren't just aspirations – they are how we work, every day.  

Our people are our greatest asset. We strive to empower their growth and development not only as Amwellians but as individuals, through generous total rewards packages, a virtual-first work environment, work-life flexibility, including Summer Fridays and designated Mental Health Days, as well as opportunities to stretch and learn – to name a few. It's our people who truly differentiate us. Ask anyone and they'll tell you – you'll never work with more passionate, more driven and more caring team members.    

We champion a culture of respect and inclusion, accountability and integrity, innovation and collaboration. At Amwell, you'll do the most meaningful work of your career—improving healthcare for millions, growing alongside incredible teammates, and being valued for who you are.  

Working at Amwell:

Amwell is changing how care is delivered through online and mobile technology. We strive to make the hard work of healthcare look easy. In order to make this a reality, we look for people with a fast-paced, mission-driven mentality. We're a culture that prides itself on quality, efficiency, smarts, initiative, creative thinking, and a strong work ethic. 

Our Core Values include One Team, Customer First, and Deliver Awesome. Customer First and Deliver Awesome are all about our product and services and how we strive to serve. As part of One Team, we operate the Amwell Cares program, which brings needed assistance to our communities, whether that be free healthcare for the underserved or for people affected by natural disasters, support for equality, honoring doctors and nurses, or annual Amwell-matched donations to food banks. Amwell aims to be a force for good for our employees, our clients, and our communities.

Amwell cares deeply about and supports Diversity, Equity and Inclusion. These initiatives are highlighted and reflected within our Three DE&I Pillars - our Workplace, our Workforce and our Community 

Benefits

Additional Benefits

• Medical Plan Coverage provided by Colmédica 
• Plan Coverage provided by Pan American 
• Hybrid Allowance 
• Additional Paid Time Off 
• Maternity Leave 18 weeks 
• Parental/Paternity Leave 2 mandatory weeks + 4 weeks 
• Mental Health and Resiliency 
• Virtual Second Opinion with the Cleveland Clinic Coverage 
• LinkedIn Learning 
• Rewards and Recognition 
• Service Anniversaries 
• Annual Bonus 
• Referral Program
• Amwell tuition reimbursement benefit

Privacy Notice