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Desktop Support Specialist

Job in Wakefield, Middlesex County, Massachusetts, 01880, USA
Listing for: Tokio Marine HCC
Full Time position
Listed on 2026-06-07
Job specializations:
  • IT/Tech
    HelpDesk/Support, IT Support, Systems Administrator
Salary/Wage Range or Industry Benchmark: 28.08 - 38.6 USD Hourly USD 28.08 38.60 HOUR
Job Description & How to Apply Below
## Desktop Support Specialist Apply locations:
Massachusetts - Wakefield - 2time type:
Full time posted on:
Posted Todayjob requisition :

** Role Details
***
* Job Title:

** Desktop Support Specialist
*
* Location:

** Wakefield, MA (onsite 5 days in the office)
*
* Reports To:

** Information Technology Manager
*
* Employment Type:

** Full time
** Job

Requisition :*
* ** Requisition Begin Date:
** 06/03/2026
** Help us insure it
** Tokio Marine HCC is a global industry-leading specialty insurance group, backed by the strength and stability of the Tokio Marine Group. Offering over 100 classes of specialty insurance, we empower clients to pursue opportunities confidently through our “Mind Over Risk” philosophy. More than an insurance company, we are an organization built on innovation, unity, and trust.

At our core, we are Always Advancing, driven by innovation and an entrepreneurial spirit that keeps us moving forward. Our people are Experts in Tomorrow, using curiosity and smart working to anticipate what’s next. With a culture rooted in Reaching Out, we foster genuine collaboration and support, ensuring every individual has the opportunity to succeed and make a difference.
** Role Overview**
* ** Within the first 90 days,
** you will learn about our business, systems, procedures, local and corporate staff by closely shadowing the IT Technology Manager.
* ** Within the first 6 months,
** you will provide**:
*** Second tier support to end users (ranging from support staff to the Chairman), in a Windows 11 and Office 365 environment, using MS Teams.
* Maintain multiple Windows Server machines, WAN/LAN systems, printers, and security-related patches, as well as become the point person for any facility-related requests.
* ** By the end of the first 6 months,
** you will work independently and have developed and demonstrated a working relationship with users at all technical ability levels and IT staff (local and offsite). This position is multifaceted and requires you to balance time with other responsibilities.
* ** Ongoing,
** You will be responsible for creating and maintaining documentation related to IT procedures.
** Travel expectations
*** Travel (less than 10%) to other TMHCC locations (Salem, NH and Chappaqua, NY) will be required.
** What You Bring
*** You have an associate degree in computer science or a related field or the equivalent education and/or experience
* You possess up to two years of relevant and progressive professional desktop support experience, working in an office environment
* You can demonstrate excellent analytical and critical thinking skills
* You are highly organized and pay close attention to detail
* You have a strong proficiency in Office 365
* You must have excellent written and verbal communication skills
** You will stand out if you have obtained any combination of the following:
*** CompTIA A+ Certification
* ITIL Foundation Certification
* Microsoft Certified Systems Administrator (MCSA) for Windows 11 or later

If this position sounds like a perfect fit, please apply
** WITH A COVER LETTER**, expressing why you want to join our team.
** What We Offer
*** Competitive salary and comprehensive benefit package
* Strong learning culture with ongoing development opportunities
* Opportunities for growth and career advancement
* Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment
* Basic life and disability insurance
* 401(k) plan with 6% company match
* 20 days of PTO, two floating holidays, approximately 11 paid holidays, and volunteer time off
* Paid parental leave
* Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription
* Student loan matching program
* Employee discount program
* An opportunity to do meaningful work and love what you do
** Pay Transparency
** The pay range for this position is $28.08 - $38.60 per hour, which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range…
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