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Entry Level Windows Server Jobs in Boston, MA (NOW HIRING)

MGT Entry Level Pay $93,183.22 to Pay Range Maximum $137,488.26 Starting Pay: $93,183.22 Salary ... Configure, maintain, monitor, upgrade and support both Linux and Windows servers; * Responsible for ...

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MGT Entry Level Pay $93,183.22 to Pay Range Maximum $137,488.26 Starting Pay: $93,183.22 Salary ... Configure, maintain, monitor, upgrade and support both Linux and Windows servers; * Responsible for ...

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Quarterly Bonuses are based on company profitability Minimum Relevant Work Experience: Entry level, ... Microsoft Windows Server: 1 year (Preferred) Language: * English Fluently (Required) Work Location:

Develop & support Delivery pipeline of windows images (CM via Chef, image mgmt via packer/boxcutter ... Experience managing & scripting Linux hardware servers. Experience with unreliable network ...

Entry Level Windows Server information

What is an entry level Windows Server job?

Entry Level Windows Server jobs are positions designed for individuals who are new to managing Microsoft Windows Server operating systems in a business or organizational environment. These roles typically involve installing, configuring, and maintaining Windows Server software, monitoring system performance, and providing basic technical support. They are ideal for candidates who have foundational IT knowledge and may be pursuing certifications like CompTIA or Microsoft Certified: Windows Server Fundamentals. Entry-level professionals often work under the guidance of senior administrators to gain hands-on experience and develop their technical skills. These positions are a great starting point for building a career in IT infrastructure and server management.

What are the key skills and qualifications needed to thrive as an entry level Windows Server administrator?

To thrive as an Entry Level Windows Server Administrator, you need a basic understanding of Windows Server operating systems, networking fundamentals, and troubleshooting, typically supported by a relevant associate degree or IT certifications like CompTIA or Microsoft Certified: Windows Server Fundamentals. Familiarity with tools such as Active Directory, PowerShell, and server monitoring systems is commonly required. Strong problem-solving abilities, attention to detail, and effective communication are valuable soft skills in this role. These competencies are crucial for ensuring reliable server performance, minimizing downtime, and supporting organizational IT operations.

What are some common challenges faced by entry level professionals working with Windows Server environments?

Entry-level professionals in Windows Server roles often encounter challenges such as configuring user permissions, troubleshooting network connectivity issues, and managing server updates without disrupting business operations. Adapting to strict security protocols and learning to document changes meticulously can also be demanding. However, these challenges provide valuable hands-on experience and opportunities to learn from more experienced team members, helping to build a strong foundation for future career advancement.

What is the difference between Entry Level Windows Server vs Network Administrator?

AspectEntry Level Windows ServerNetwork Administrator
CertificationsMicrosoft Certified: Windows Server Fundamentals, CompTIA ITF+CompTIA Network+, Cisco CCNA, Microsoft Certified: Windows Server Fundamentals
Work EnvironmentData centers, small to medium businesses, IT support teamsCorporate networks, data centers, enterprise environments
Job ResponsibilitiesInstalling, configuring, and maintaining Windows Server OS, basic troubleshootingManaging network infrastructure, configuring routers/switches, troubleshooting connectivity issues

Entry Level Windows Server roles focus on managing Windows Server environments, while Network Administrators handle broader network infrastructure. Both roles require foundational certifications and often work in similar environments, but Network Administrators typically have a wider scope of responsibilities related to network hardware and connectivity.

What are popular job titles related to Entry Level Windows Server jobs in Boston, MA?

For Entry Level Windows Server jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Entry Level Windows Server jobs in Boston, MA look for?

The top searched job categories for Entry Level Windows Server jobs in Boston, MA are:

Infographic showing various Entry Level Windows Server job openings in Boston, MA as of August 2026, with employment types broken down into 75% Full Time, 22% Part Time, and 3% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution.

$137K/yr

Full-time

Posted 3 days ago

New


Job description

Systems Administrator

Apply now Job no: 501607
Work type: Full-time
Location: Boston
Categories: Administrative, Information Technology

Official Title: Systems Administrator

Pay Grade: Management

Salary Range: MGT Entry Level Pay $93,183.22 to Pay Range Maximum $137,488.26

Starting Pay: $93,183.22

Salary Notes: This position is designated as Management. Starting Salary will be based on a review of qualifications and experience.

Departmental Mission Statement:

Enhance access to justice through the effective use of technology. Partner with Judges and all Court Staff to use technology to speed the delivery of justice.  Build a culture that values transparency, collaboration, inclusivity, and continuous improvement. 

ORGANIZATIONAL PROFILE:

https://www.mass.gov/info-details/about-the-trial-court-information-technology-it-department

Notes: This position is designated as Management and is covered by the Personnel Policies and Procedures Manual. Compensation commensurate with experience. You must upload a resume to your profile to be considered for this position, in addition to completing all the application steps. First consideration will be given to those applicants that apply within the first 14 days.

Position Summary: The Systems Administrator will work with the Application, Database, Network, Information Security, and End User teams along with vendors to design, evaluate and implement computer systems and associated applications. Maintains Trial Court computer systems and server infrastructure. Performs updates, diagnostics, backups, and other technical functions on Trial Court technology platforms to ensure employee access to data and applications. This position requires the Systems Administrator to focus on operational, project, and user support tasks as part of their workday.

Supervision Received: The Systems Administrator position reports to the Server Operations Manager, receiving general direction in performing duties in accordance with established guidelines.

Essential Functions and Responsibilities: 

  • Install, configure, and support the Judiciary's infrastructure systems, including new and existing servers, cloud-based systems, storage systems, and other enterprise systems;
  • Responsible for the day-to-day support of services by performing server administration for physical and virtual server operating systems and configuring, maintaining, and troubleshooting physical and virtual hardware and network interfaces;
  • Manage and maintain Microsoft 365 tenant;
  • Proactively collaborate with peer teams and vendors to coordinate solutions;
  • Configure, maintain, monitor, upgrade and support both Linux and Windows servers;
  • Responsible for vulnerability identification, analysis, resolution, and reporting, including Center of Information Security (CIS) control compliance;
  • Partner with the Information Security team to provide secure, auditable Linux and Windows systems;
  • Responsible for planning, developing, maintaining, supporting, and optimizing the assigned application environments as well as implementing best practice methodologies;
  • Research and troubleshoot server technical issues and communicate status to Server Team and stakeholders;
  • Resolve complex enterprise system hardware and software problems;
  • Ensure complete and accurate backups of supported systems and associated data on a regular schedule;
  • Create and maintain documentation of systems, policies, and procedures;
  • Effectively provide and support standard lifecycle/system management processes including Configuration/Change management, Vendor/Supplier management, Resource/Capacity plans, and related processes as needed to implement forward-looking planning and management, using the ITIL Framework;
  • Contribute and implement plans, designs, and configurations to ensure compliance with backup and disaster recovery policies and procedures for IT infrastructure;
  • Interact with internal project teams, user support, application, network and database teams, as well as external vendors; 
  • Support recovery, performance and tuning of Linux and Windows Server systems;
  • Participate in on-call rotation; and
  • Additional tasks as required.

Job Competencies: All applicants must be able, through the interview process, to prove efficiency in the following areas:
Ethics and Values: Communicates and demonstrates the ethics and values of the Judicial Branch.
Mission: Understands, upholds, and communicates the Judicial Branch and Information Services missions.
Applied Knowledge: Understands information services operations, specialized tools, applications, and software, with knowledge of policy development and appropriate expertise in project planning methodologies.
Continuous Learning: Demonstrates a commitment to continuously improve their knowledge of fast-changing computer systems and practices.
Commitment to Diversity: Promotes an environment of diversity through understanding, respect, and positive communication with persons of varies racial, ethnic, economic and cultural backgrounds.
Customer Service: Conducts oneself in a courteous and professional manner when assisting all employees of the Judiciary, regardless of their position in the Judiciary.
Collaboration: Works with others cooperatively, demonstrating a willingness to be a team player, and contributing to a work environment that focuses on shared departmental goals.
Problem Solving: Is comfortable identifying additional outside resources that can contribute to best practice approaches to problem solving and conflict resolution.

Minimum Requirements:

Education and Experience:
Bachelor's degree in Computer Science, Engineering, or a related technical discipline, and 3 years of work experience in IT in a comparable size organization; equivalent combinations of education and experience will be considered for meeting the minimum requirements.
Experience of Linux platforms (Red Hat Enterprise Linux or a related derivative) including configuring network, syslog, storage, etc.
Experience administering Windows Server platforms.
Demonstrated knowledge of infrastructure services and networking topologies.
Knowledge of VMware ESXi and NSX.
Working knowledge of Microsoft 365 administration.
Experience with storage systems (NAS, SAN, object storage) and network hardware.
Understanding of backup systems and their replication and recovery methods.
Experience with Linux and Windows security, including SSL/TLS, certificates, encryption, key stores, firewalls, PAM, and system auditing.
Knowledge of server design, documentation, and change management processes.
Experience writing automation and/or custom scripts in one or more languages (Bash, Perl, PowerShell, and/or Python).
Required Skills:
Excellent verbal and written communication skills.
Ability to understand and document complex technical processes and procedures.
Ability to maintain confidential information and communications.
Ability to work effectively, both alone and as a member of a team.
Strong problem-solving skills, critical thinking, and analytical ability.
Strong task-oriented, organizational, and planning skills.
Ability to work well under pressure with various levels of Management.
Knowledge of ITIL Change and Configuration Management.
Certification Requirements:
ITIL 3 or 4 Certification is a plus.
Red Hat Certified Systems Administrator or Red Hat Certified Engineer is a plus.
Microsoft Certified: Windows Server Hybrid Administrator Associate is a plus.
Microsoft 365 Certified: Administrator Expert is a plus.
VMware Certified Professional is a plus.

Advertised: 25 Aug 2026 Eastern Daylight Time
Applications close: 25 Sep 2026 Eastern Daylight Time

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