Senior Cloud Engineer, Strive Health

• The ideal candidate will have strong technical expertise in Azure and other cloud services, cloud networking (including always-on VPN and ZTNA), and automation/scripting to drive efficiency across the IT and Security department
• 6+ years in any combination of higher education/experience/certifications in IT infrastructure, systems administration, cloud engineering, or related roles of increasing complexity and scope
• 3+ years hands-on experience designing, implementing, and operating cloud infrastructure (AWS strongly preferred) including virtual networks, compute, storage, identity, and security controls
• Demonstrated experience with cloud networking (e.g., VNETs, VPN gateways, Global Secure Access, or equivalent, site-to-site and client VPN, ZTNA/Zero Trust, SASE)
• Demonstrable experience with scripting and automation tools (e.g., PowerShell, Python, CloudFormation, AWS/Azure CLI) to manage and automate cloud and infrastructure services
• Experience implementing and supporting remote access technologies such as always-on VPN and enterprise VPN clients across a distributed workforce
• Strong understanding of identity and access management concepts and experience with Azure AD/Entra ID, conditional access, and modern authentication (SAML/OIDC/OAuth)
• Internet Connectivity - Minimum speeds: 3.8 Mbps / 3.0 Mbps (up/down); latency < 60 ms
• Ability to travel and be onsite to meet business needs
• Excellent problem-solving and analytical skills, with the ability to assess complex cloud and networking issues and provide effective, pragmatic solutions
• Strong written and verbal communication skills, with the ability to articulate technical concepts to both technical and non-technical stakeholders
• Proven ability to collaborate effectively with cross-functional partners, including senior staff and executives, and to balance operational needs with strategic objectives
• High-level attention to detail, strong organizational and administrative skills, and the ability to manage multiple priorities in a fast-paced environment
• Demonstrated leadership and mentorship capabilities, with the ability to influence and elevate others even without direct reporting relationships
• Adaptable to rapidly expanding and changing operations; comfortable working independently with little or no direct supervision
• Please apply even if you feel you do not meet all the qualifications

Desirable

• The Sr. Cloud Engineer is primarily responsible for designing, implementing, and operating Strive Health’s cloud platforms and services with a focus on security, reliability, automation and user experience.
• You will evolve Strive’s cloud infrastructure, identity, and connectivity patterns; implement AI agents and automations that improve enterprise productivity; and partner closely with Security, IT, Engineering, and Product teams to ensure that our environments are secure, scalable, and aligned with business goals
• This role will lead and contribute to cloud projects and initiatives by monitoring progress, addressing issues, and maintaining communication while ensuring best practices and security
• This role will report to the VP Security and Enterprise Technology
• Design, implement, and maintain secure, highly available cloud infrastructure in Azure (and related SaaS/PaaS platforms) to support Strive’s applications, data, and workforce
• Own and manage cloud networking including virtual networks, network security groups, application gateways, load balancers, private endpoints, and hybrid connectivity
• Architect, implement, and support always-on VPN, ZTNA, and enterprise VPN connections to provide secure, reliable access for a distributed workforce and third parties
• Maintain and enhance Azure Active Directory/Entra ID, conditional access, identity governance, and related policies, including DNS and directory integrations, to support a modern Zero Trust architecture
• Implement and support AI agents and automations (e.g., Glean, Claude, and other platforms) that streamline IT workflows, improve self-service, and drive measurable efficiency and quality improvements across the enterprise
• Develop and maintain automation, scripts, and tooling (e.g., PowerShell, Python, Cloud Formation, Azure/AWS CLI) to replace manual processes, improve consistency, and reduce operational toil for the IT department
• Collaborate with Security Engineering to ensure cloud environments are designed and operated according to security best practices, including secure configurations, monitoring, logging, and integration with security tooling (e.g., SIEM, EDR, CASB/SASE)
• Partner with Infrastructure, End User Computing, and Application teams to ensure that cloud and networking solutions are integrated, resilient, and aligned to organizational goals and objectives
• Contribute to the architecture, implementation, and maintenance of CI/CD pipelines and infrastructure-as-code patterns to enable repeatable, secure deployments of infrastructure and configuration
• Monitor the performance, capacity, and cost of cloud environments; implement optimizations to improve stability, performance, and financial efficiency
• Create and maintain clear documentation for cloud architectures, standards, runbooks, and automations
• Participate in an on-call rotation and serve as an escalation point for complex cloud and infrastructure incidents
• Lead and/or contribute to IT and security projects related to cloud infrastructure, networking, and automation, ensuring timely and efficient delivery
• Provide guidance and informal mentorship to other engineers and administrators, helping to elevate cloud and automation capabilities across the team
• Report on time spent across projects, tickets, and meetings to inform planning and continuous improvement within IT