Principal Devops Engineer

Principal DevOps Engineer

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

12+ 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.

Job Level: P5

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.

Amwell is a "virtual first" workplace, which means you can work from anywhere, coming together physically for ideation, collaboration, and client meetings. We enable our employees with the tools, resources, and opportunities to do their jobs effectively wherever they are!

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