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Remote System Admin Jobs in Wellesley, MA (NOW HIRING)

Senior Underwriter, Structured Solutions - Remote

Boston, MA · On-site +1

$107K - $126K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

As our organization continues to grow, we are investing in enterprise-wide process maturity, system ... Ensuring Program Administrator meet Trisura's underwriting expectations and remain aligned with ...

Subcontracts Administrator

Lexington, MA · On-site +1

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... tactical systems; biological-chemical defense; communication and information technology ... THIS CAN BE REMOTE BUT THE CANDIDATE NEEDS TO BE WITHIN 100 MILES OF THE LAB. Hiring Range: $80,100 ...

Subcontracts Administrator

Lexington, MA · On-site +1

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... tactical systems; biological-chemical defense; communication and information technology ... THIS CAN BE REMOTE BUT THE CANDIDATE NEEDS TO BE WITHIN 100 MILES OF THE LAB. Hiring Range: $80,100 ...

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Sr. Retirement Plan Specialists (OmniPlus)

Boston, MA · Remote

$1.0K - $1M/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... system. The roles with the team consist of: Plan Managers, Plan Administrators, Senior Plan ... Ability to work independently in a remote environment, managing time effectively, prioritizing ...

RMF Cybersecurity Analyst

Lexington, MA · On-site +1

$99K - $225K/yr

  • Medical

  • Life

  • Retirement

  • PTO

Experience as an operating system administrator, systems engineer, requirements analyst, ISSO, ISSM ... Remote : If this position is listed as remote, there may still be occasions when you are required ...

Tech Ops Manager

Boston, MA · Remote

$80K - $150K/yr

... systems administration. * Technical Expertise: Advanced proficiency in Google Admin, Google Workspace security tools, MDM solutions (e.g., Jamf), and endpoint security. * Remote Operations: Proven ...

Loan Operations Manager

Clinton, MA · On-site +1

$66K - $90K/yr

Loan Operations Manager Pay Range $66,971 - $90,413 annually Hybrid with 2 days remote. Standard ... Serve as the primary system administrator and key point of contact for third-party servicing ...

USA, Remote Employment Type: Contract, Immediate Start through December 31, 2026 What You'll Do ... system administrators and application owners to design solutions that meet their needs. * Help in ...

This role can be hybrid or virtual/remote. Essential Duties and Responsibilities: * Act as the ... cloud systems administrator or comparable experience. * 5+ years of experience managing and ...

Software Developer

Lexington, MA · Remote

  • Medical

  • Retirement

  • PTO

Remote but must live within 100 miles from Lexington, MA and flexible to come onsite if needed At ... Systems Analysts, Software Developers, System Administrators * HR functional teams (Benefits ...

Software Developer

Lexington, MA · Remote

  • Medical

  • Retirement

  • PTO

Remote but must live within 100 miles from Lexington, MA and flexible to come onsite if needed At ... Systems Analysts, Software Developers, System Administrators * HR functional teams (Benefits ...

Showing results 41-60

Remote System Admin information

See Wellesley, MA salary details

$45K

$97.5K

$150.8K

How much do remote system admin jobs pay per year?

As of Aug 18, 2026, the average yearly pay for remote system admin in Wellesley, MA is $97,544.00, according to ZipRecruiter salary data. Most workers in this role earn between $76,800.00 and $114,100.00 per year, depending on experience, location, and employer.

What is a remote system admin?

A Remote System Admin, or Remote Systems Administrator, is an IT professional who manages and maintains computer systems, servers, and networks from a remote location. They ensure that systems are running smoothly, perform updates and troubleshooting, and handle security tasks without being physically present at the site. This role often involves monitoring system performance, responding to technical issues, and ensuring data integrity and security across an organization’s IT infrastructure. Remote System Admins use various tools to access and control systems over the internet, allowing businesses to have round-the-clock support and flexibility.

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

To thrive as a Remote System Admin, you need expertise in system administration, network management, and cybersecurity, often supported by degrees in IT or related certifications like CompTIA, Microsoft, or Linux credentials. Familiarity with remote monitoring tools, virtualization platforms, and ticketing systems is essential for managing infrastructure from afar. Strong problem-solving, communication, and self-motivation are crucial soft skills for addressing issues independently and collaborating with distributed teams. These skills ensure secure, reliable system performance and efficient remote support for organizational operations.

What are some common challenges faced by remote system admins, and how can these be effectively managed?

Remote system administrators often encounter challenges such as coordinating with on-site teams, troubleshooting issues without physical access to hardware, and maintaining secure connections to sensitive systems. Effective management of these challenges involves establishing clear communication channels with colleagues, utilizing robust remote monitoring and management tools, and adhering to strict security protocols. Consistent documentation and proactive system maintenance also help minimize disruptions and ensure smooth operations.

What is the difference between Remote System Admin vs Remote Network Engineer?

AspectRemote System AdminRemote Network Engineer
CertificationsCompTIA Server+, Microsoft Certified: Windows Server, Linux certificationsCisco CCNA, CCNP, CompTIA Network+
Work EnvironmentServer management, OS configuration, troubleshootingNetwork design, configuration, security, and troubleshooting
Industry UsageIT support, data centers, cloud servicesTelecommunications, enterprise networks, data centers

Remote System Admins focus on managing servers, operating systems, and ensuring system stability, while Remote Network Engineers specialize in designing, implementing, and maintaining network infrastructure. Both roles require technical certifications and often work in similar environments, but their core responsibilities differ significantly.

What job categories do people searching Remote System Admin jobs in Wellesley, MA look for?

The top searched job categories for Remote System Admin jobs in Wellesley, MA are:

What cities near Wellesley, MA are hiring for Remote System Admin jobs?

Cities near Wellesley, MA with the most Remote System Admin job openings:

Infographic showing various Remote System Admin job openings in Wellesley, MA as of August 2026, with employment types broken down into 1% As Needed, 77% Full Time, 19% Part Time, and 3% Contract. Highlights an 91% Physical, 3% Hybrid, and 6% Remote job distribution, with an average salary of $97,544 per year, or $46.9 per hour.

Senior Underwriter, Structured Solutions - Remote

Trisura Guarantee Insurance Company

Boston, MA • On-site, Remote

$200K/yr

Full-time

Medical, Dental, Vision, Retirement

This job post has expired 1 day ago. Applications are no longer accepted.


Job description

At Trisura, we expect more because we believe it can be done better.

Trisura brings innovative solutions and expertise through a select network of both national and regional brokerage firms in the commercial insurance space.

Trisura is a growth-oriented team with a commitment to attracting and retaining exceptional talent. Our growth has awarded us accolades, and our entrepreneurial style and niche market position ensure that our people see the results of their hard work reflected in the company’s success.  As our organization continues to grow, we are investing in enterprise-wide process maturity, system governance, and delivery excellence to support scalable and compliant operations.

Senior Underwriter – Structured Solutions

Remote - USA

 

Reporting to the Executive Vice President, Structured Solutions, the successful candidate will be a passionate, results-driven underwriter with the experience and vision to grow our Structured Solutions portfolio. Working in close collaboration with our ceded reinsurance, legal, client relations, finance and claims teams, you will evaluate and execute program opportunities from end to end. You will play a key role in developing underwriting guidelines, procedures, and policy language, building rating plans, and providing strategic oversight of a growing book of business.

As an integral member of the team, you will bring:

  • 10+ years of commercial underwriting experience with a focus on multi-line portfolio management.
  • Strong communication, relationship management, organizational and analytical skills, with a demonstrated ability to manage a portfolio of business.
  • Familiarity with rating and policy issuance platforms, with the ability to quickly learn and adapt to proprietary systems.
  • Working knowledge of ISO, admitted and non-admitted product execution.
  • Proven understanding of manuscript and admitted form language, including policy coverage analysis.
  • Demonstrated ability to leverage analytical tools, data reports and underwriting technology.
  • The ability to thrive in a dynamic, fast-paced environment, adapting quickly, collaborating broadly and delivering solutions under pressure.
  • Flexibility, a willingness to learn on the job, and a positive, can-do attitude.
  • A highly motivated, results-oriented mindset with a proven track record as a creative problem solver.
  • Excellent verbal and written communication skills.
  • Willingness to travel approximately 30% of the time.

 

Responsibilities include:

  • Preparing underwriting review documents and summaries for presentation to senior management for each assigned program, including plans for new business, renewal rate management, and expected retentions, all designed to position the division to meet its profit objectives.
  • Participating in underwriting reviews and conducting additional file reviews as needed.
  • Leveraging data and analytics to actively manage all programs and drive profitability through consistent monitoring of renewals, rate targets, retentions, trends, and lost business, on a monthly basis.
  • Developing a thorough understanding of each assigned program, including the relevant industries, their loss exposures, and any needed updated to program eligibility and coverage terms, in order to minimize unanticipated adverse exposures.
  • Proactively identify training opportunities at the Program Administrator level to strengthen line-of-business knowledge, and guiding Program Administrators in risk selection, pricing, coverage terms and conditions in alignment with authorities granted by Trisura.
  • Demonstrating a clear understanding of industry changes and their potential impact by line-of-business, and providing well-articulated recommendations during the account referral process.
  • Ensuring Program Administrator meet Trisura’s underwriting expectations and remain aligned with business plans through active management of underwriting guidelines, file reviews, and client relations meetings.
  • Collaborating with Actuarial, Finance, Claims, Operations, Compliance, Systems, and Legal teams as required.
  • Developing and maintaining strong working relationships with Program Administrators through regular on-site visits, conference calls, and overseeing the onboarding and implementation of new programs.
  • Leading new program opportunity due diligence reviews and overseeing the onboarding and implementation of new programs.
  • Successfully managing the renewal of current program relationships on an annual basis.

If you are looking for a career at an exciting and rewarding company, driven to excel, thriving in a team environment, and eager to contribute to an organization that truly values your input, we want to hear from you!

We thank all candidates for their interest, however, only those selected for an interview will be contacted.

Here at Trisura, we are committed to an inclusive and barrier-free workplace that reflects diversity. Accommodation will be provided on request for candidates taking part in all aspects of our recruitment and selection process.  All qualified applications will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identify, national origin, disability or protected veteran status.

The salary range is expected to be $175,000 to $200,000 plus bonus, based on geographical location and experience. Trisura offers a comprehensive benefit package that includes medical, dental, and vision insurance, as well as 401(k) with company match and Employee Stock Purchase Plan. 

www.trisura.com