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

M&H Consulting, LLC

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Entry Level IT Field Technician

Boston, MA · On-site

$50K - $52K/yr

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:

New

Collabera

Software Engineer (CHEF)

Foxboro, MA · On-site

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 ...

DCS Corporation

Cybersecurity Engineer

Bedford, MA · On-site

$90K - $175K/yr

This is an entry-level position that will provide the opportunity to gain hands-on experience with ... Familiarity with Windows and Linux operating systems. Desired Skills: Experience with the Tenable ...

DCS Corp

Cybersecurity Engineer

Bedford, MA

$90K - $175K/yr

This is an entry-level position that will provide the opportunity to gain hands-on experience with ... Familiarity with Windows and Linux operating systems. Desired Skills: Experience with the Tenable ...

DCS CORPORATION

Cybersecurity Engineer

Bedford, MA · On-site

$90K - $175K/yr

This is an entry-level position that will provide the opportunity to gain hands-on experience with ... Familiarity with Windows and Linux operating systems. Desired Skills: Experience with the Tenable ...

All JobsWindows Server JobsEntry Level Windows Server JobsEntry Level Windows Server Jobs in Boston, MA

Entry Level Windows Server information

What are Entry Level Windows Server jobs?

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, and why are they important?

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 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 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 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:
Entry Level Windows Server jobs near you
Infographic showing various Entry Level Windows Server job openings in Boston, MA as of July 2026, with employment types broken down into 85% Full Time, 11% Part Time, 1% Temporary, and 3% Contract. Highlights an 95% Physical, 2% Hybrid, and 3% Remote job distribution.
Entry Level IT Field Technician

Entry Level IT Field Technician

M&H Consulting, LLC

Boston, MA • On-site

$50K - $52K/yr

Full-time

Medical, Dental, Retirement, PTO

Posted yesterday

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Job description

Are you looking for a Career in IT?

M&H Consulting LLC, an IT consulting firm in Massachusetts, is looking to fill a position for a field computer and networking technician. This position requires the employee to travel extensively to client sites on a daily basis in the North Shore, South Shore, Boston, and Metro West areas. Yearly salary starts at $50,000. A bachelor's degree is preferred for consideration, but not required, and strong reasoning, troubleshooting and communication skills are a must. Benefits include paid vacation time, paid sick time, a simple IRA plan with a company match, gas mileage payments, health coverage, dental reimbursement, paid smart phone, and quarterly bonuses. Details on the job description are included below.

Schedule- Monday- Friday - 8:30am- 5:30pm includes 30-60 minute lunch

On call schedule will be discussed during interview

Additional Perks

  • Mentorship Program
  • Annual merit increases based on performance
  • On the job training
  • Job Progression
  • Paid sick time
  • PTO

Salary/Wage: Yearly salary starts at $50,000 additional income are as follow

  • Gas mileage payments $3600 per year
  • Smart Phone/Device reimbursement up to $1200/yr
  • 3% IRA Company Match after 60 day probationary period ($1500-$1600)
  • Quarterly Bonuses are based on company profitability

Minimum Relevant Work Experience: Entry level, experience preferred

Minimum Education Level: Associates Degree

Job Description:

Maintains clients' computing and overall technical environment by identifying system requirements; installing upgrades; monitoring system performance, and resolving issues as they arise.

Preferred Skills/Qualifications (knowledge of most of these is required):

  • Server Operating Systems
  • PC and Apple Environments
  • Routers
  • Port Forwarding (NAT)
  • System Administration
  • Network Hardware/Software Configuration
  • Email Systems
  • DNS
  • DHCP
  • Remote Access (VPN, Remote Desktop Connection, Terminal Server)
  • Various Software Installations
  • Battery Backups
  • Online Backups
  • Computer Hardware Installation/Replacement

Duties:

  • Establishes system specifications by conferring with users; analyzing work flow, access, information, and security requirements; designing system infrastructure.
  • Establishes system by planning and executing the selection, installation, configuration, and testing of PC and server hardware, software, LAN and WAN networks, and operating and system management systems; defining system and operational policies and procedures.
  • Maintains system performance by performing system monitoring and analysis, and performance tuning; troubleshooting system hardware, software, networks and operating and system management systems; designing and running system load/stress testing; escalating application problems to vendor.
  • Secures system by developing system access, monitoring, control, and evaluation; establishing and testing disaster recovery policies and procedures; completing back-ups; maintaining documentation.
  • Prepares users by designing and conducting training programs; providing references and support.
  • Upgrades system by conferring with vendors and services; developing, testing, evaluating, and installing enhancements and new software.
  • Meets financial requirements by submitting information for budgets; monitoring expenses.
  • Updates job knowledge by participating in educational opportunities; reading professional publications; maintaining personal networks; participating in professional organizations.
  • Protects organization's value by keeping information confidential.
  • Accomplishes organization goals by accepting ownership for accomplishing new and different requests; exploring opportunities to add value to job accomplishments.

Application Question(s):

  • Do you have a reliable vehicle that allows you to travel daily?
  • Do you currently reside in one of these states: Massachusetts, Rhode Island, New Hampshire?
  • Are you willing to travel throughout eastern Massachusetts almost daily for on site support at our clients?

Education:

  • Associate (Required)

Experience:

  • IT support: 1 year (Preferred)
  • Microsoft Windows Server: 1 year (Preferred)

Language:

  • English Fluently (Required)

Work Location: On the road

Company Description

As an outsourced IT firm for New England businesses, we act as an IT department for companies with 1 to 100 employees. This mainly consists of being on site at clients on a regular basis to maintain, troubleshoot, and improve their IT infrastructure.