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Remote Windows Systems Engineer Jobs in Randolph, MA

Thrive

Systems Engineer

Foxboro, MA · Remote

Our corporate culture, engineering talent, customer-centric approach, and focus upon "next ... remote support tools (e.g., Kaseya, Ninja), and RMM platforms * Proficiency supporting Windows 10 ...

Thrive

Systems Engineer

Foxboro, MA · On-site +1

$45K - $65K/yr

Our corporate culture, engineering talent, customer-centric approach, and focus upon "next ... remote support tools (e.g., Kaseya, Ninja), and RMM platforms * Proficiency supporting Windows 10 ...

Atlas Technica

Jr. Systems Engineer (Remote)

Boston, MA · Remote

Position Name: Jr. Systems Engineer Reports to: Client Technology Manager Location/Type: Hybrid ... Microsoft Windows, Microsoft Office, desktop, and mobile device troubleshooting * Strong verbal and ...

Atlas Technica

Jr. Systems Engineer

Boston, MA · On-site +1

Position Name: Jr. Systems Engineer Reports to: Client Technology Manager Location/Type: Hybrid ... Microsoft Windows, Microsoft Office, desktop, and mobile device troubleshooting * Strong verbal and ...

Booz Allen Hamilton, Inc.

Systems Engineer

Lexington, MA · On-site +1

Remote Work: Hybrid Job Number: R0241383 Location: Lexington,MA,US Share job via: Share Systems Engineer The Opportunity: Are you looking for an opportunity to combine your technical skills with big ...

Booz Allen Hamilton, Inc.

Systems Engineer

Lexington, MA · On-site +1

Remote Work: Hybrid Job Number: R0241954 Location: Lexington,MA,US Share job via: Share Systems Engineer The Opportunity: Are you looking for an opportunity to combine your technical skills with big ...

Booz Allen Hamilton, Inc.

Systems Engineer

Lexington, MA · On-site +1

Remote Work: Hybrid Job Number: R0239576 Location: Lexington,MA,US Share job via: Share Systems Engineer The Opportunity: Are you looking for an opportunity to combine your technical skills with big ...

Databento

Systems Engineer

Boston, MA · On-site +1

We accommodate 100% remote work, with teammates living around the globe and paid in their local ... Prior internship experience or 2+ years in full-time systems engineering or infrastructure roles.

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All JobsWindows Systems Engineer JobsRemote Windows Systems Engineer JobsRemote Windows Systems Engineer Jobs in Randolph, MA

Remote Windows Systems Engineer information

See Randolph, MA salary details

$11

$52

$76

How much do remote windows systems engineer jobs pay per hour?

As of Jul 31, 2026, the average hourly pay for remote windows systems engineer in Randolph, MA is $52.35, according to ZipRecruiter salary data. Most workers in this role earn between $41.44 and $62.74 per hour, depending on experience, location, and employer.

What are some common challenges faced by Remote Windows Systems Engineers, and how can they be effectively managed?

Remote Windows Systems Engineers often encounter challenges such as troubleshooting complex system issues without direct physical access, ensuring secure remote connectivity, and coordinating across distributed teams and time zones. Effective management of these challenges involves utilizing robust remote monitoring and management tools, maintaining clear and regular communication with colleagues, and following best practices for system security and documentation. Staying proactive with updates and leveraging collaboration platforms can significantly enhance productivity and reduce downtime.

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

AspectRemote Windows Systems EngineerRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, troubleshooting OS issues, deploying updatesConfiguring and maintaining network infrastructure, monitoring network performance
Industry UsageIT, technology, enterprise environmentsIT, telecommunications, service providers
Search IntentFocus on Windows server management and supportFocus on network infrastructure and connectivity

The Remote Windows Systems Engineer primarily manages and supports Windows server environments, ensuring system stability and security. In contrast, the Remote Network Administrator focuses on maintaining network infrastructure, including routers, switches, and connectivity. While both roles require networking knowledge and certifications, their core responsibilities differ, with the Systems Engineer centered on Windows OS and server management, and the Network Administrator on network hardware and connectivity.

What does a Remote Windows Systems Engineer do?

A Remote Windows Systems Engineer is responsible for designing, implementing, and maintaining Windows-based server environments from a remote location. They manage tasks such as installing updates, configuring security settings, troubleshooting technical issues, and ensuring system performance and reliability. These engineers often work with cloud platforms, virtualization technologies, and collaborate with IT teams to support business operations. Their remote role allows them to provide support and maintenance without being physically present on-site.

What are the key skills and qualifications needed to thrive as a Remote Windows Systems Engineer, and why are they important?

To thrive as a Remote Windows Systems Engineer, you need expertise in Windows Server administration, system troubleshooting, and network protocols, often backed by a degree in IT or computer science and certifications like Microsoft Certified: Windows Server Hybrid Administrator Associate. Familiarity with tools such as Active Directory, PowerShell, virtualization platforms, and remote management software is essential. Strong problem-solving abilities, effective communication, and self-motivation are critical soft skills for managing systems and collaborating virtually. These skills ensure secure, reliable system operations and efficient remote support in distributed IT environments.
What are popular job titles related to Remote Windows Systems Engineer jobs in Randolph, MA? For Remote Windows Systems Engineer jobs in Randolph, MA, the most frequently searched job titles are:
What cities near Randolph, MA are hiring for Remote Windows Systems Engineer jobs? Cities near Randolph, MA with the most Remote Windows Systems Engineer job openings:
Remote Windows Systems Engineer jobs near you

Systems Engineer

Thrive

Foxboro, MA • Remote

Full-time

Re-posted 8 days ago

Job description

Remote (EST preferred)
About Us
Thrive is a rapidly growing technology solutions provider focusing upon Cloud, Cyber Security, Networking, Disaster Recovery and Managed Services.  Our corporate culture, engineering talent, customer-centric approach, and focus upon “next generation” services help us stand out amongst our peers.  Thrive is on the look-out for individuals who don’t view their weekdays spent at “a job” but rather look to develop valuable skills that ignite their passion and lead to a CAREER.  If you’re attracted to a “work hard, play hard” environment, seeking the guidance, training and experience necessary to build a lucrative career, then welcome to THRIVE!!
Position Overview
This role provides first-contact remote technical support for network, server, and end-user systems. As the first point of contact for clients, you will be responsible for accurately creating and updating support tickets and coordinating communication with engineers when assistance is available.
Team members interact regularly with end-users across diverse computing environments and must clearly communicate technical issues to both technical and non-technical audiences. Thrive seeks individuals with strong technical aptitude, excellent verbal and written communication skills, and a desire to learn and grow across all aspects of IT while delivering world-class support.
Responsibilities

  • Communicate with customers via phone, email, and chat in a timely, courteous, empathetic, and professional manner, providing clear updates and case status throughout the resolution process.
  • Perform first response and initial triage of customer issues, troubleshooting single-user and system-impacting incidents and accurately documenting all actions in Thrive’s tools.
  • Perform rapid analysis of workstation-level incidents, identifying root causes and applying appropriate troubleshooting methodology
  • Ask clarifying questions to fully understand client concerns and escalate issues to engineers when required due to time, complexity, or skill level.
  • Manage the daily prioritization, coding, and routing of service incidents and requests.
  • Follow Thrive's established best practices for task management
  • Set and manage client expectations throughout the troubleshooting process, maintaining a focus on both prompt resolution and world-class customer service.
  • Develop a strong understanding of Thrive products and their integration into client environments to ensure efficient and effective issue resolution.
  • Work with and document diverse client computing environments, including unfamiliar workstation, server, and network configurations, to determine the fastest path to resolution.

Required Qualifications
  • 2–3 years of IT support experience in a help desk or service desk environment; MSP experience preferred
  • Experience with ticketing systems (e.g., ServiceNow), remote support tools (e.g., Kaseya, Ninja), and RMM platforms
  • Proficiency supporting Windows 10/11, macOS fundamentals, Microsoft 365 (Outlook, Teams, OneDrive), and common line-of-business applications, including Office and Outlook configuration
  • Working knowledge of Active Directory/Entra, mobile device configuration and troubleshooting, workstation hardware, printers, and peripherals
  • Basic networking knowledge, including TCP/IP, DNS, and DHCP
  • Strong customer service focus with the ability to clearly communicate technical concepts to non-technical users
  • Excellent written and verbal communication, documentation, and time-management skills
  • Ability to work independently and collaboratively in a team environment
  • Availability to work after hours or participate in on-call rotations as required

Preferred Certifications
  • CompTIA A+
  • CompTIA Network+
  • Microsoft 365 Fundamentals (MS-900)
  • ITIL Foundation (v4)

Base Salary Range: $45,000 to $65,000 
Actual compensation within the range will be dependent upon the individual's skills, experience, qualifications and location, and applicable employment laws.
Thrive is committed to providing fair and equitable compensation practices for all employees and strive to provide competitive salaries that reflect the value and skills each team member brings to our organization. Salaries are determined according to the job's scope, market data, location, and the candidate’s qualifications, including experience and relevant education.
All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, protected veteran status or any other legally protected status.

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