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VP Cloud Engineering

May 26, 2026

<h3>Position: VP Cloud Engineering </h3> Reporting to the Chief Technology Officer, the Vice President of Cloud Engineering is a hands-on, modern technology leader accountable for the strategy, reliability, scalability, security, and cost-effectiveness of the company’s Microsoft Azure cloud platform and Microsoft 365 environment. Operating as a true product-minded partner, the VP leads the Cloud Engineering, DevOps, and Platform teams in close collaboration with Product, Engineering, and Security to deliver an internal developer platform that accelerates the way product teams ship value. This leader champions a product- and agile-operating model, treating cloud and platform services as internal products with clear roadmaps, SLOs, and customer feedback loops. The VP owns cloud architecture, networking, identity, automation, M365 administration, and operational excellence across all environments. <h4>Responsibilities</h4> <ul> <li>Define and execute the enterprise Azure cloud and platform strategy, aligned with business growth, clinical operations, and product delivery needs.</li> <li>Set the multi-year vision for cloud architecture, internal developer platforms, and DevOps capabilities that enable product teams to move faster with less friction.</li> <li>Own Azure landing zones, subscription strategy, core network topology, and shared platform services across all environments.</li> <li>Establish standards for infrastructure design, availability, resiliency, and scalability across Azure, M365, and supporting platforms.</li> <li>Champion modernization initiatives, including cloud-native adoption, containerization, serverless, and legacy platform refactoring.</li> <li>Own the end-to-end Azure environment, including compute, storage, networking, identity (Entra ID), PaaS services, and platform tooling.</li> <li>Ensure high availability, performance, and operational reliability of mission-critical systems supporting clinical and business workflows.</li> <li>Partner with application, data, product, and analytics teams to design infrastructure that supports high-throughput data pipelines, AI/ML workloads, and advanced analytics use cases.</li> <li>Drive continuous evaluation and adoption of new Azure services where they create measurable business value.</li> <li>Administer and optimize the Microsoft 365 E5 tenant, including Exchange, SharePoint, Teams, OneDrive, Intune, and the full E5 security and compliance stack.</li> <li>Maximize the value of E5 capabilities such as Defender for Endpoint, Defender for Cloud Apps, Purview, and Entra ID Premium P2, in close partnership with the Cybersecurity team.</li> <li>Establish governance, lifecycle, and licensing optimization practices to ensure cost discipline and full utilization of E5 entitlements.</li> <li>Modernize end-user collaboration, identity, and device management experiences while maintaining strong compliance posture.</li> <li>Build and evolve an Internal Developer Platform (IDP) that provides paved paths, golden templates, and self-service capabilities for product teams.</li> <li>Drive adoption of Infrastructure as Code (Terraform), GitOps, and policy-as-code for provisioning, configuration, and lifecycle management.</li> <li>Standardize CI/CD pipelines, automated testing, release engineering, and progressive delivery patterns across the enterprise.</li> <li>Reduce manual operations through automation, self-service tooling, and platform observability — measured by developer velocity, deployment frequency, lead time, and change failure rate.</li> <li>Treat the cloud and developer platforms as internal products with roadmaps, OKRs, adoption metrics, and stakeholder feedback loops.</li> <li>Operate as a peer to Product and Engineering leadership within an agile, product-led operating model.</li> <li>Embed platform engineers alongside product squads to architect scalable, resilient solutions from day one.</li> <li>Influence product architecture decisions, ensuring cloud-native, secure-by-design, and cost-aware patterns are adopted upstream rather than retrofitted.</li> <li>Use product management practices — discovery, prioritization, roadmaps, customer interviews — to shape platform investments.</li> <li>Own enterprise Azure networking architecture, including VNet design, hub-and-spoke topologies, peering, routing, private endpoints, and Azure Firewall strategy.</li> <li>Partner with the Cybersecurity team on inspection, segmentation, and zero-trust networking, while retaining ownership of network design, performance, and reliability boundaries.</li> <li>Support third-party integrations and secure data movement patterns required by the business.</li> <li>Partner deeply with the Security, Privacy, and Compliance teams to ensure cloud and M365 environments meet HIPAA, HITRUST, and internal risk requirements.</li> <li>Own infrastructure-level security posture: network segmentation, identity foundations, encryption standards, secrets management, and secure-by-design architecture.</li> <li>Embed shift-left security and DevSecOps practices into the platform and CI/CD pipelines.</li> <li>Ensure infrastructure supports auditability, logging, and compliance reporting requirements.</li> <li>Participate in enterprise risk assessments and lead remediation planning for infrastructure-related findings.</li> <li>Own cloud financial management (FinOps) practices: cost visibility, chargeback, optimization, forecasting, and capacity planning.</li> <li>Drive a culture of cost-aware engineering across cloud and DevOps teams, with clear unit economics for platform services.</li> <li>Lead the DevOps organization, embedding DevOps and Site Reliability principles across engineering and product teams.</li> <li>Lead vendor relationships with Microsoft and other strategic cloud, hosting, networking, and platform tooling partners.</li> <li>Balance cost efficiency with performance, resilience, and time-to-market.</li> <li>Establish SLAs, SLOs, and error budgets for infrastructure and platform services.</li> <li>Lead 24x7 incident response for infrastructure and platform-related events; drive blameless post-incident reviews and systemic improvements.</li> <li>Define infrastructure lifecycle standards, change management practices, and environment governance that scale with the business.</li> <li>Build mature observability practices spanning metrics, logs, traces, and proactive alerting.</li> <li>Build, coach, and lead high-performing Cloud Engineering, DevOps, and Platform teams — including cloud engineers, system administrators, system engineers, and Azure platform engineers, building deep technical excellence and clear career paths.</li> <li>Set technical direction, architectural standards, and clear career paths for engineers across multiple disciplines.</li> <li>Cultivate a product-minded, learning-oriented, and inclusive culture grounded in engineering excellence.</li> <li>Foster strong cross-functional collaboration with Product, Engineering, Data, Security, and IT Operations leadership.</li> </ul> <h4></h4> <h4>Position Requirements </h4> <ul> <li>Bachelor’s degree in computer science, Engineering, or related field; advanced degree and relevant Microsoft certifications a plus.</li> <li>Minimum of ten (10) years in infrastructure, cloud, or platform engineering, with a minimum of five (5) years in leadership roles.</li> <li>Advanced, hands-on experience designing and operating large-scale Microsoft Azure environments at enterprise scale.</li> <li>Advanced working knowledge of Microsoft 365, including identity, security, compliance, and collaboration workloads.</li> <li>Proven track record building and leading DevOps, System Engineering, and/or Platform Engineering organizations in a product/agile operating model.</li> <li>Demonstrated success delivering Internal Developer Platforms, paved paths, and self-service capabilities that improve developer velocity.</li> <li>Advanced background in Infrastructure as Code (Terraform), CI/CD, GitOps, containers (AKS), and cloud-native architecture patterns.</li> <li>Experience scaling infrastructure in high-growth, regulated environments (HIPAA, HITRUST, SOC 2, or equivalent).</li> <li>Experience supporting healthcare, data-intensive, or analytics-heavy platforms strongly preferred.</li> <li>Advanced FinOps discipline and experience managing strategic cloud and software vendor relationships.</li> <li>Evidence of communication skills and the ability to partner credibly with Product, Engineering, Security, and executive leadership.</li> </ul> <h4>Benefits </h4> <ul> <li>Comprehensive Benefits - Medical, dental, and vision insurance, employee assistance program, employer-paid and voluntary life insurance, disability insurance, plus health and flexible spending accounts</li> <li style="color: #003220;">Financial & Retirement Support – Competitive compensation, 401k with employer match, and financial wellness resources</li> <li style="color: #003220;">Time Off & Leave – Paid holidays, flexible vacation time/PSSL, and paid parental leave</li> <li style="color: #003220;">Wellness & Growth – Work life assistance resources, physical wellness perks, mental health support, employee referral program, and BenefitHub for employee discounts </li> </ul> <h4>About Monogram Health</h4> Monogram Health is a leading multispecialty provider of in-home, evidence-based care for the most complex of patients who have multiple chronic conditions. Monogram health takes a comprehensive and personalized approach to a person’s health, treating not only a disease, but all of the chronic conditions that are present - such as diabetes, hypertension, chronic kidney disease, heart failure, depression, COPD, and other metabolic disorders. Monogram Health employs a robust clinical team, leveraging specialists across multiple disciplines including nephrology, cardiology, endocrinology, pulmonology, behavioral health, and palliative care to diagnose and treat health issues; review and prescribe medication; provide guidance, education, and counselling on a patient’s healthcare options; as well as assist with daily needs such as access to food, eating healthy, transportation, financial assistance, and more. Monogram Health is available 24 hours a day, 7 days a week, and on holidays, to support and treat patients in their home. Monogram Health’s personalized and innovative treatment model is proven to dramatically improve patient outcomes and quality of life while reducing medical costs across the health care continuum.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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