Full-Time

Desktop Support Supervisor

Posted on 2/21/2026

Deadline 9/22/27
AmTrust Financial

AmTrust Financial

1,001-5,000 employees

Multinational property and casualty insurer

Compensation Overview

$58k - $90k/yr

Cleveland, OH, USA

In Person

Category
IT & Security (1)
Required Skills
ServiceNow
Data Analysis
Requirements
  • High School Diploma
  • At least three years of experience in a supervisory or leadership position, preferably in a help desk leadership position
  • Strong knowledge of IT systems, applications, hardware, software, and networks
  • Excellent communication, interpersonal, and customer service skills
  • Ability to work under pressure, multitask, and prioritize tasks in a fast-paced environment
  • Ability to lead, motivate, and coach a team of diverse and talented individuals
  • Ability to team members and leadership, implementing great support processes, procedures, and documentation
  • Interpersonal skills to build partnerships with stakeholders and peers
  • Detail orientated combined with strong organizational skills and an aptitude for analytical thinking
  • Demonstrated ability to work well independently and as a part of a team
  • Ability to analyze data, identify problems, and propose solutions
  • Ordering, receiving, tracking, and issuing hardware, software, and peripherals to end users
  • Must have basic knowledge of ITIL and have worked with an industry-standard ITSM tool (i.e., Helix, ServiceNow, Remedy, Cherwell, HEAT)
  • Advanced knowledge of Asset Management processes and workflows
  • Knowledge of IT infrastructure support (Systems, Network, Telephony, etc.)
Responsibilities
  • Supervise, train, and mentor the End User Support staff, ensuring they have the skills and knowledge to provide quality service to customers and staff
  • Monitor and manage the End User Support tickets, ensuring that they are assigned, prioritized, resolved, and closed in a timely and professional manner
  • Provide technical support and troubleshooting for complex issues, escalating them to the appropriate level when necessary
  • Establish and maintain service level agreements, policies, and procedures for the End User Support operations, ensuring that they are aligned with the organizational goals and standards
  • Ensure ticket quality is maintained through regular supervision and promote the development of IT knowledgebase
  • Interface and oversee daily operations for desktop support, depot operations and IT Asset Management
  • Prepare and analyze reports on End User Support activities, metrics, and trends, identifying areas of improvement and recommending solutions
  • Coordinate and communicate with other IT departments and external vendors where needed to ensure the smooth delivery of IT services and projects
  • Proactively identify potential issues that could adversely impact customer experience and follow through on action steps
  • Keep abreast of the latest technologies, trends, and best practices in the IT industry, and provide feedback and suggestions for improvement
  • Manage operational tasks and processes assigned to the End User Support team
Desired Qualifications
  • An associate degree or bachelor’s degree in computer science or a related technology background is strongly preferred
  • Industry-standard IT certifications (A+, Microsoft Office, MCP) a plus
  • Certification in ITIL, CompTIA, Microsoft, or other relevant fields is a plus
  • PowerShell experience is preferred
  • Strong leader & team player – collaborates well with others to solve problems and actively incorporates input from various sources; has experience working with others on a global basis
  • Proven track record of customer focus - evaluates decisions from the perspective of the customer; builds strong relationships with customers; and creates processes that reflect the customer's viewpoint
  • Ability to communicate clearly and succinctly, evaluate information/data effectively to make decisions; anticipate obstacles and develop plans to address them

AmTrust Financial Services provides property and casualty insurance for businesses through three global segments: Small Commercial Business Insurance, Specialty Risk and Extended Warranty, and Specialty Middle-Market Property and Casualty Program Insurance. Its products work by underwriting and issuing workers’ compensation, general liability, and other specialty coverages tailored to the size and risk profile of small to mid-sized businesses, with policy administration and claims handled within its program structures. The company differentiates itself by targeting niche markets with program-style insurance and a global, diversified mix of standard and specialty coverages. Its goal is to protect businesses from P&C risks while growing market share across its global segments and expanding its specialized programs to new customers and regions.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

$246.1M

Headquarters

New York City, New York

Founded

1998

Simplify Jobs

Simplify's Take

What believers are saying

  • AmTrust recognized as 2026 Best and Brightest Company for employee engagement.
  • Andi Stroud appointed SVP for Georgia, leveraging 30+ years expertise.
  • AmTrust declares quarterly cash dividends on preferred stock.

What critics are saying

  • Fidelity National acquires First Nationwide commercial operations, eroding title revenue.
  • Blackstone spins off MGAs into ANV Group, stripping high-margin fees.
  • Repeated MGA divestitures signal shareholder pressure for full privatization.

What makes AmTrust Financial unique

  • AmTrust launches E&S Premier group with Curt Fletcher and Matt Thomas leading.
  • AmTrust expands E&S division into property, environmental, and builders risk lines.
  • AmTrust partners with Trawick International to innovate travel insurance products.

Help us improve and share your feedback! Did you find this helpful?

Benefits

Health Insurance

Dental Insurance

Life Insurance

401(k) Retirement Plan

401(k) Company Match

Paid Time Off

Company News

Business Wire
Feb 10th, 2026
AmTrust International launches APRA-licensed insurer in Australia to expand legal expenses coverage

AmTrust International has launched AmTrust Specialty Limited, an APRA-licenced entity in Australia, marking a significant expansion for the global specialty insurer. The move enables the company to scale its Legal Expenses Insurance offering in response to consistent demand from intermediaries, funders and legal professionals. The company will provide After the Event and Before the Event insurance products, supporting individuals and businesses pursuing or defending legal action by covering financial risks. These products will be distributed through insurance intermediaries, litigation funders and solicitors. AmTrust International, a subsidiary of AmTrust Financial Services, specialises in property, mortgage and credit, warranty, professional lines, legal expenses and medical malpractice insurance. The Australian launch reflects the company's long-term commitment to building a sustainable presence in the country's mature legal landscape.

Insurance Journal
Sep 17th, 2025
People Moves: AmTrust Names Fletcher and Thomas to Lead New E&S Premier Group; The Fidelis Partnership Makes Leadership Promotions

AmTrust Financial Services Inc., headquartered in New York City, appointed Curt Fletcher as senior vice president and Matt Thomas as vice president of AmTrust's newly established E&S Premier group within the company's excess and surplus (E&S) division.

Insurance Journal
Sep 16th, 2025
AmTrust Expands E&S Division, Spins Off Some MGAs With Blackstone

AmTrust Financial Services has a busy day on Sept. 15 as it expanded its excess & surplus division to include new lines, appointed leadership, and announced an agreement with Blackstone Credit & Insurance to spin off certain managing general agencies into a new, independent company.

WorkCompWire
Sep 5th, 2025
AmTrust Names Carl Canales EVP, Head of Field Operations for North American P&C

New York, NY - AmTrust Financial Services, Inc., recently announced the appointment of Carl Canales as Executive Vice President (EVP), Head of Field Operations for North American P&C.

The Manila Times
Jul 29th, 2025
Trawick International Announces Strategic Partnership with AmTrust to Enhance Travel Insurance Offerings

By combining Trawick's deep market expertise with AmTrust's industry-leading underwriting capabilities, the partnership will fuel the development of innovative trip cancellation and travel protection plans that better serve today's travelers.

INACTIVE