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Remote Windows Administrator Jobs in Connecticut

The Whiteside Agency

IAM Operations Engineer

Hartford, CT · Remote

$126K - $208K/yr

Working experience of server administration and usage of remote admin tools * Good knowledge of Unix and Windows Operating systems SQL * Good knowledge of LDAP server installation, configuration and ...

All JobsWindows Administrator JobsRemote Windows Administrator JobsRemote Windows Administrator Jobs in Connecticut

Remote Windows Administrator information

See Connecticut salary details

$9

$44

$62

How much do remote windows administrator jobs pay per hour?

As of Aug 6, 2026, the average hourly pay for remote windows administrator in Connecticut is $44.65, according to ZipRecruiter salary data. Most workers in this role earn between $40.00 and $50.10 per hour, depending on experience, location, and employer.

What is the difference between Remote Windows Administrator vs Remote Network Administrator?

AspectRemote Windows AdministratorRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and system updatesManaging network infrastructure, routers, switches, and firewalls
Industry UsageIT support, data centers, enterprise environmentsNetwork service providers, large organizations, IT departments
Common Search/ComparisonYesYes

The Remote Windows Administrator primarily focuses on managing Windows-based servers, Active Directory, and system configurations, while the Remote Network Administrator handles network infrastructure, including routers, switches, and firewalls. Both roles require similar certifications and are essential in IT environments, but they specialize in different aspects of IT infrastructure management.

What is a remote Windows administrator?

Remote Windows Administrators are IT professionals who manage and maintain Windows-based servers, desktops, and networks from a remote location. Their responsibilities include installing and configuring Windows operating systems, troubleshooting technical issues, performing system updates, and ensuring security policies are enforced. They use remote management tools to monitor system performance, apply patches, and resolve user problems without being physically present at the office or data center. This role is essential for organizations that operate distributed environments or have a need for offsite IT support.

What are the key skills and qualifications needed to thrive as a remote Windows administrator, and why are they important?

To thrive as a Remote Windows Administrator, you need a solid understanding of Windows Server operating systems, network protocols, and system security, typically backed by a degree in IT or relevant certifications like Microsoft Certified: Windows Server Fundamentals. Familiarity with remote management tools (such as Remote Desktop Services, PowerShell, and Active Directory) and ticketing systems is crucial for day-to-day operations. Strong problem-solving abilities, communication skills, and the ability to work independently help distinguish top professionals in this role. These skills ensure effective system administration, rapid issue resolution, and secure, reliable IT environments even when working remotely.

What are some common challenges faced by remote Windows administrators and how can they be managed?

Remote Windows Administrators often encounter challenges such as troubleshooting issues without physical access to the hardware, managing security updates across distributed systems, and coordinating with on-site staff for tasks that require hands-on intervention. Effective communication, leveraging remote management tools, and maintaining clear documentation are key strategies to address these challenges. Regular training on new remote technologies and cybersecurity best practices also helps ensure smooth system administration and reduces downtime.

What does a remote Windows administrator do?

The job duties of a remote Windows administrator involve working on the customization, configuration, maintenance, and updates of a Windows computer system. Your responsibilities in this work from home position involve performing updates and providing support for the company and organization that uses the Windows system, software, and apps that you install. You take steps to monitor the Windows network from your remote location and troubleshoot when problems arise. As an administrator, you often train staff to use Windows software and also communicate with vendors to ensure that your network has the latest software, cybersecurity, and compatibility updates.

More about Remote Windows Administrator jobs
What are the most commonly searched types of Windows Administrator jobs in Connecticut? The most popular types of Windows Administrator jobs in Connecticut are:
What are popular job titles related to Remote Windows Administrator jobs in Connecticut? For Remote Windows Administrator jobs in Connecticut, the most frequently searched job titles are:
What job categories do people searching Remote Windows Administrator jobs in Connecticut look for? The top searched job categories for Remote Windows Administrator jobs in Connecticut are:
What cities in Connecticut are hiring for Remote Windows Administrator jobs? Cities in Connecticut with the most Remote Windows Administrator job openings:
Remote Windows Administrator jobs near you
Infographic showing various Remote Windows Administrator job openings in Connecticut as of August 2026, with employment types broken down into 75% Full Time, 13% Part Time, 4% Temporary, and 8% Contract. Highlights an 90% Physical, 1% Hybrid, and 9% Remote job distribution, with an average salary of $92,871 per year, or $44.6 per hour.

Senior Systems Administrator

Banner Life family of companies

Stamford, CT • On-site, Remote

$165K - $175K/yr

Other

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 21 days ago

Job description

Overview
The Banner Life family of companies, which includes Banner Life Insurance Company and William Penn Life Insurance Company of New York, is a leader in Pension Risk Transfer with over 35 years of experience globally, servicing over a million annuitants. Building on our global success, we established our Pension Risk Transfer platform in the US in 2015. The business has grown steadily with over $14 billion in total premium as of year-end 2025.
At Banner Life family of companies, we aim to make a positive difference in the lives of our customers, partners, colleagues, and the communities in which they live. We are passionate about what we do and how we do it. This means working with pace and energy to reach our goals and challenging ourselves to achieve more. We strive to create a unique environment where a balance between work and life is possible.
Purpose and Objective
The Senior Systems Administrator is responsible for the stability, security, and ongoing operation of BannerPRT's infrastructure platforms across Azure, Microsoft 365, and on-premises environments.
The Senior Systems Administrator serves as a senior technical escalation point and works closely with managed service providers (MSPs) to ensure service quality, consistency, and adherence to BannerPRT standards, security requirements, and operational expectations in a regulated environment.
Responsibilities
  • Administer and support Azure infrastructure services including Entra ID, Conditional Access, RBAC, PIM, networking, compute, and storage.
    • Manage and support Microsoft 365 services including Exchange Online, Teams, SharePoint, and OneDrive.
    • Support on-premises infrastructure including Windows Server, Active Directory, DNS/DHCP, Group Policy, and file services.
    • Design and maintain hybrid integration between on-premises systems and Azure.
    • Lead incident resolution, root cause analysis, and preventative remediation.
    • Work closely with managed service providers (MSPs) to oversee service delivery, validate work quality, enforce standards, and address performance or compliance issues.
    • Implement and maintain security controls aligned with SOC 2 and NIST principles.
    • Support audits, risk assessments, and evidence collection activities.
    • Define, maintain, and improve operational runbooks, monitoring, backup, and recovery processes.
    • Mentor and provide technical guidance to system administrators and service desk staff.
    • Partner with IT leadership on platform improvements, standardization, and roadmap planning.

Qualifications
Required Qualifications
  • 7+ years of experience in systems administration or infrastructure engineering.
    • Strong hands-on experience with Azure, Microsoft 365, and Windows Server / Active Directory.
    • Experience supporting hybrid cloud environments.
    • Knowledge of identity and access management concepts.
    • Experience operating in regulated or audit-driven environments.
    • Experience coordinating with or overseeing managed service providers.
    • Strong troubleshooting, documentation, and communication skills.
Preferred Qualifications
  • Experience in financial services, insurance, or pension administration environments.
    • Familiarity with SOC 2, NIST, or ISO security frameworks.
    • Relevant Microsoft or Azure certifications.

Benefits
  • 10 - 25 vacation days, depending on experience level and years of service
  • 4 floating holidays, 2 personal days, & 2 wellness days
  • 10 - 15 sick days, depending on years of service
  • 2 paid volunteering days
  • Health benefits, including medical, dental, and vision coverage
  • Supplemental health benefits and life insurance
  • 6 weeks of paid parental and maternal leave
  • Immediate vesting into a 401 (k) savings plan with up to 6% company match
  • 100% employer-contributed Pension Plan - Cash Balance Plan after 1 year of service
  • Flexible Workspace and Arrangements
  • Tuition and Certification reimbursements
  • Infertility and domestic partner benefits

The expected hiring compensation range for this position is $165,000 - $175,000 USD annually. Base pay offered may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience. The current bonus target for the position is 20% of the base salary with a stretch to twice the target, modified for corporate and individual performance.
**This role is hybrid located in Stamford, CT**
We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, sex, gender, gender expression, sexual orientation, age, marital status, veteran status, or disability status. We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.

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