Director of Cloud Engineering

📋 Job Overview

OpenLoop was co-founded by CEO, Dr. Jon Lensing, and COO, Christian Williams, with the vision to bring care anywhere. Our telehealth support solutions are thoughtfully designed to streamline and simplify go-to-market care delivery for companies offering meaningful virtual support to patients across an expansive array of specialties, in all 50 states.

🏢 About OpenLoop

OpenLoop was co-founded by CEO, Dr. Jon Lensing, and COO, Christian Williams, with the vision to bring care anywhere. Our telehealth support solutions are thoughtfully designed to streamline and simplify go-to-market care delivery for companies offering meaningful virtual support to patients across an expansive array of specialties, in all 50 states.

🎯 The Role

Own Cloud Strategy & Architecture: Define the multi-year roadmap for OpenLoop's cloud platform (primarily AWS), including account structure, networking, compute, data, and disaster recovery. Make final calls on platform standards and technology trade-offs.

✅ Key Responsibilities

• Build & Lead the Team: Hire, develop, and lead cloud and infrastructure engineers and managers. Set clear expectations, grow technical leaders, and build a culture of ownership and operational rigor.
• Infrastructure as Code & Automation: Drive consistent, repeatable infrastructure using Terraform (or equivalent), CI/CD, and self-service tooling so product teams can ship quickly and safely.
• Security & Compliance by Design: Partner with Security and Compliance to embed HIPAA, SOC 2, and HITRUST controls into the platform: identity and access, encryption, logging, audit readiness, and vulnerability management.
• Reliability & Observability: Set SLOs, monitoring, and incident response standards with SRE. Own capacity planning, resilience, and backup/recovery for systems that support patient care.
• Cost Management (FinOps): Own cloud spend visibility and optimization. Build forecasting, tagging, and accountability so cost scales with the business, not ahead of it.
• Cross-Functional Leadership: Translate infrastructure constraints into clear options for Product, Engineering, Security, and Finance leaders. Support platform needs across OpenLoop and its subsidiaries.

📌 Required Qualifications

• 10+ years in infrastructure, cloud, or platform engineering, with 4+ years leading engineering teams (including managers of managers preferred).
• Deep, hands-on experience architecting and operating production workloads in AWS; experience with GCP or Azure is a plus.
• Strong command of infrastructure as code (Terraform), containers and orchestration (Docker, Kubernetes/EKS, ECS), and CI/CD.
• Proven track record of improving reliability, security posture, and cloud cost efficiency at scale.
• Experience operating in regulated environments (HIPAA, SOC 2, HITRUST, PCI, or similar).
• Clear communicator who can set direction, explain the why, and influence executives and engineers alike.

⭐ Desirable Experience

• Healthcare or health tech experience, including systems that handle PHI.
• Experience leading cloud migrations, account/landing-zone redesigns, or platform consolidation after acquisitions.
• Familiarity with AI/ML infrastructure (GPU workloads, model hosting, data pipelines).
• AWS Professional-level certifications or equivalent.

🎁 Benefits

In addition, for salaried positions you would also be eligible for:
Medical, Dental, and Vision plans
Flexible Spending/Health Savings Accounts
Flexible PTO
401(k) + Company Match
Life Insurance, Pet insurance, and more

🛂 Visa & Eligibility