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Remote Windows System Administrator Jobs in Boston, MA

Office Administrator

Boston, MA ยท On-site +1

$19.50 - $27/hr

... Windows 8 system or higher โ€ข Ability to be resourceful and proactive in dealing with issues that may arise โ€ข Ability to be flexible, organize, multitask, prioritize and work under pressure ...

Sales Support Administrator

Plymouth, MA ยท Remote

$20 - $26/hr

Hybrid Schedule - Monday through Thursday onsite, Friday remote Monday-Friday, 8:00 AM - 5:00 PM ... Experience working with retailer portals, customer reporting systems, or sales analytics tools ...

Remote Support Technician Tier 3

Woburn, MA ยท On-site +1

$65K - $85K/yr

Experience working with Windows 2008-2022 Server. Preferred experience would be in modern server ... Experience working with remote management and monitoring systems such as NinjaRMM, Kaseya ...

This position reports to the Salesforce Platforms Owner and is open to remote candidates based in ... Bachelor's degree in Computer Science, Information Systems, or related field, or equivalent ...

Web Developer/Web Admin(Remote work Possibility) Duration: 6+ months Location: Waltham, MA or ... Strong foundation with Drupal and WordPress Content Management Systems , including custom module ...

Showing results 21-40

Remote Windows System Administrator information

See Boston, MA salary details

$58.7K

$104.2K

$141.8K

How much do remote windows system administrator jobs pay per year?

As of Aug 12, 2026, the average yearly pay for remote windows system administrator in Boston, MA is $104,247.00, according to ZipRecruiter salary data. Most workers in this role earn between $85,800.00 and $120,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a remote Windows system administrator?

To thrive as a Remote Windows System Administrator, you need expertise in Windows Server administration, Active Directory, network protocols, and typically a degree in IT or related certifications like Microsoft Certified: Windows Server or Azure Administrator. Familiarity with tools such as PowerShell, Remote Desktop Services, VMware, and monitoring platforms is essential for managing and troubleshooting systems remotely. Excellent problem-solving, communication, and time-management skills help you to efficiently address issues and collaborate with distributed teams. These competencies ensure system reliability, security, and fast resolution of technical challenges in a remote environment.

What is a remote Windows system administrator?

A Remote Windows System Administrator is an IT professional responsible for managing, configuring, and maintaining Windows-based servers and systems from a remote location. Their duties include monitoring system performance, applying updates and patches, troubleshooting technical issues, and ensuring the security and reliability of Windows environments across an organization. They often use remote access tools to perform their tasks, helping organizations maintain efficient and secure IT operations without being physically present on-site.

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

Remote Windows System Administrators often face challenges such as ensuring secure remote access, coordinating with geographically dispersed teams, and promptly resolving issues without on-site presence. To address these, effective communication tools, robust security protocols (like VPNs and multi-factor authentication), and proactive monitoring solutions are essential. Building strong documentation practices and maintaining regular updates with team members can also help manage tasks efficiently and ensure smooth operations.

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

AspectRemote Windows System AdministratorRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and server infrastructureManaging network hardware, routers, switches, and network security
Employer & Industry UsageIT departments across various industries focusing on Windows environmentsOrganizations needing network infrastructure management across industries

Remote Windows System Administrators primarily focus on managing Windows server environments, Active Directory, and related infrastructure. In contrast, Remote Network Administrators concentrate on network hardware, routing, switching, and network security. While both roles require networking certifications like CompTIA Network+ or Cisco CCNA, their daily tasks and focus areas differ significantly, catering to different aspects of IT infrastructure management.

What are the most commonly searched types of Windows System Administrator jobs in Boston, MA? The most popular types of Windows System Administrator jobs in Boston, MA are:

Technology Financial Management Analyst (Apptio)

EBSCO

Ipswich, MA โ€ข On-site, Remote

$86K - $123K/yr

Full-time

Re-posted 3 days ago


Job description

EBSCO Information Services (EBSCO) delivers a fully optimized research experience, seamlessly integrated with a powerful discovery platform to support the information needs and maximize the research experience of our end-users. Headquartered in Ipswich, MA, EBSCO employs more than 2,700 people worldwide, with most embracing hybrid or remote work models. As an AI-enabled service leader, we thrive on innovation, forward-thinking strategies, and the dedication of our exceptional team. At EBSCO, were driven to inspire, empower and support research. Our mission is to transform lives by providing reliable and relevant information when, where and how people need it. Were seeking dynamic, creative individuals whose diverse perspectives will help us achieve this global, inclusive mission. Join us to help make an impact.

We are seeking an experienced Apptio System Administrator and Configuration Specialist with deep expertise in TBM Studio and Apptio BI. This role will be responsible for designing, maintaining, and enhancing our TBM models, ensuring accurate cost allocation, and delivering actionable financial insights to support strategic decision-making.

The Technology Financial Management Systems Analyst is responsible for the administration, configuration, integration, optimization, and ongoing maturity of Apptio Planning and Costing. This role serves as the system administrator and subject matter expert for Technology Financial Management (TFM) tooling and is accountable for ensuring accurate cost transparency, budget/forecast data and automated financial reporting across the Technology organization.

This position plays a key role in advancing the organizationโ€™s TFM maturity by enabling data-driven decision-making, improving cost transparency, and supporting strategic financial governance initiatives.


  • Apptio Planning and Costing Administration
    • Serve as primary administrator for Apptio Planning and Costing.
    • Manage system access & entitlements
    • Design and maintain TBM models within TBM Studio, including cost pools, allocations, and cost object mappings
    • Configure and maintain plans, cost models, allocations, and planning structures.
    • Ensure system integrity, data accuracy, and alignment with financial policies.
    • Manage system updates, enhancements, and vendor coordination.
    • Drive continuous optimization of the Apptio environment.
  • Financial Planning & Budget Support
    • Lead configuration and administration of annual planning and forecast cycles within Apptio Planning.
    • Partner with Finance and Technology teams during budget & forecast build to ensure product fully supports processes.
    • Improve automation and reduce manual processes in planning workflows.
    • Support scenario modeling and multi-year financial analysis.
  • Cost Transparency & Allocation Modeling
    • Support the maintenance and enhancement of technology cost allocation models.
    • Ensure alignment between financial data sources (GL, HR, vendor data) and Apptio.
    • Validate data accuracy and resolve discrepancies.
    • Support service costing, unit economics, and cost driver analysis.
  • Reporting & Automation
    • Integrate and validate data from multiple sources (ERP, cloud, HR systems)
    • Develop and automate recurring financial reports and dashboards.
    • Deliver standardized reporting packages for:
      •  Executive leadership
      • Technology leadership
      • Department managers
    • Improve reporting efficiency and data accessibility.
    • Establish scalable reporting frameworks that reduce manual spreadsheet dependency.
  1.  

  • 5+ years experience in Technology Financial Mgmt.
  • 3+ years experience administering or configuring Apptio (Planning and/or Costing strongly preferred).
  • Hands-on TBM Studio expertise - Designing and maintaining TBM models in TBM Studio.
  • Strong understanding of Technology Financial Management principles.
  • Experience with financial planning, budgeting, and forecasting.
  • Intermediate to advanced financial modeling skills.
  • Strong analytical and problem-solving skills.

What sets you apart?

  • Experience w/ cost transparency, unit cost modeling, supporting budgeting / forecasting, cost allocation strategies, showback/chargeback.
  • Familiarity with cost allocation methodologies and service-based costing.
  • Integrating data from ERP systems (SAP, etc.), HR Systems, Budget Mgmt. Systems (ex. BOARD), Cloud Providers (AWS, Azure, etc..).
  • Ability to automate reporting and manage large data sets - Building Apptio BI reports and dashboards.
  • Experience in IT Finance, FP&A, or Technology Business Management (TBM).
  • Knowledge of external reporting tools (Power BI, Tableau, etc.).

USD $86,575.00 - USD $123,680.00 /Yr.