Shape the Future of a Modern Hybrid Infrastructure at OCB!
Are you a skilled IT professional with deep expertise in Windows Server, Microsoft 365, and virtualization technologies? Do you thrive in environments where you can own systems end-to-end, implement smart automation, and strengthen security across on-prem and cloud platforms? If so, we want to meet you.
OCB is seeking an experienced Windows & Microsoft 365 Administrator to support, maintain, and enhance our hybrid IT environment. This is a hands-on technical role ideal for someone who loves solving complex problems, optimizing systems, and driving operational excellence.
This position will be Monday Through Friday 8-4:30 with the option of up to 2 days hybrid.
As a key member of our infrastructure team, you will:
Manage and support Windows Server environments (2016/2019/2022/2025) including Active Directory, DNS, DHCP, and GPOs
Administer core Microsoft 365 services such as Exchange Online, Teams, SharePoint, OneDrive, Azure AD, and Intune
Support and maintain VMware infrastructure, including ESXi hosts and vCenter
Monitor system performance, reliability, and availability across both on-prem and cloud ecosystems
Perform regular updates, patching, and backups—ensuring compliance with security policies
Use PowerShell to automate routine processes and improve efficiency
Partner with cross-functional teams to deliver infrastructure upgrades and strategic projects
Maintain detailed documentation of systems, procedures, and configurations
Leverage M365 Security & Compliance tools (DLP, Conditional Access, Defender) to strengthen enterprise security posture
5–8 years of hands-on experience with Windows Server & Microsoft 365 administration
Strong proficiency with Azure AD and the Microsoft 365 Admin Center
Solid experience with VMware vSphere, ESXi, and vCenter
Expertise in AD, Group Policy, DNS, DHCP, and related infrastructure services
Working knowledge of security best practices for both cloud and on-prem environments
Strong PowerShell scripting skills
Excellent troubleshooting abilities and clear communication skills
Experience with M365 security frameworks including Compliance Center, Threat Management, and Secure Score
One or more of the following certifications:
Microsoft 365 Certified: Modern Desktop Administrator Associate
Microsoft Certified: Security Administrator Associate
VMware Certified Professional (VCP) or equivalent
Bachelor’s degree in Computer Science, Information Technology, or related field
—or equivalent hands-on experience
Benefits Offered:
- Health & Dental Insurance- eligible 1st day of employment
- Paid time off and paid holidays
- Health & Dependent Reimbursement Accounts
- 401(k) Plan with company contribution
- Company paid Life and LTD Insurance
- Employee discounts
To find out more about OCB, please visit our website at www.eyeboston.com. OCB is an Equal Opportunity Employer.
Top Skills
What We Do
OCB Eye Health Services provided patients with medical laser and surgical eye care of the highest quality. In addition to eye examinations, our ophthalmologists provide care in the following specialties: cataract, glaucoma, cornea, diseases of the retina, orbital plastics, pediatrics, LASIK refractive surgery and eye trauma. Our staff of 30 ophthalmologists and 13 optometrists care for over 165,000 patients each year with all categories of eye disorders and visual system diseases. This level of care has earned Ophthalmic Consultants of Boston a national and international reputation for excellence.
