IT Systems Administrator (Azure/Cloud)

Description

Cobalt Benefits Group is seeking an IT Systems Administrator with strong experience in Microsoft Azure design to support and modernize our hybrid infrastructure. This role is critical to advancing our cloud-first strategy, strengthening security, and eliminating single points of failure in operations. You’ll work across Azure, Microsoft 365, and core infrastructure platforms while partnering closely with security and support teams. We offer hybrid work. 

Key Responsibilities

• Administer Microsoft Azure environments (IaaS, networking, security)
• Manage Entra ID (Azure AD) and hybrid identity
• Maintain Windows Server, Active Directory, and core infrastructure
• Support Intune Endpoint Management and M365 services (Exchange, Teams, 
• SharePoint)
• Implement and maintain modern backup/DR strategies.
• Partner with Security on cloud hardening and compliance (HITRUST, SOC 2)
• Drive automation and operational improvements

Requirements

•  4–6+ years of systems administration experience
• Hands-on Azure experience (deployments, networking, security)
• Strong Active Directory / Windows Server background
• Experience with Intune and Microsoft 365
• Solid understanding of infrastructure security best practices
• Preferred: Azure certifications (AZ-104, AZ-500)
• Preferred: A defined interest in Automation AI in Azure
• Preferred: PowerShell scripting
• Preferred: Experience in regulated environments (healthcare, insurance

Why Join Us

• Direct impact on cloud transformation strategy
• Modern security stack
• High visibility role replacing a key infrastructure position
• Opportunity to shape future architecture

Benefits

After successfully completing a waiting period, eligible Full-time employees have access to our comprehensive benefits package, including:

• Fantastic medical, dental, and vision insurance*
• Twice annual employer HSA contributions, covering 50% of the HDHP plan’s annual deductible!
• Company provided Basic Life and AD&D
• Company paid Short-Term and Long-Term Disability**
• Flexible Spending Accounts*
• 401(k) Retirement Plan with up to a 6% employer-match** WOW! (100% fully vested after 3 years)
• 10+ paid holidays
• Generous paid vacation and sick time
• Annual Volunteer Paid Day
• Annual Tuition Reimbursement
• Annual Health and Wellness Reimbursement
• Lots of fun company events

*60 day waiting period

**90 day waiting period

Who We are

As a trusted third-party administrator (TPA) specializing in self-funded benefit plans, Cobalt Benefits Group (CBG) is committed to helping employers find high-quality coverage at a cost they can afford. We administer self-funded insurance benefits through our three companies: EBPA, Blue Benefit Administrators of Massachusetts, and CBA Blue.

With over 30 years of experience and a dedicated team of more than 200 employees, we work collaboratively to build customized self-funded health plans, manage claim payments and disputes, and administer other specialized programs such as FSAs, HSAs, COBRA, and retiree billing. Join us as we match employers across our region with the right solutions for their employee benefit needs. To learn more about working at CBG, visit https://www.cobaltbenefitsgroup.com/careers/.