Desktop Support Specialist

Kinsale InsuranceRichmond, VA
$73,000 - $85,000Onsite

About The Position

As a Desktop Support Specialist, you'll be an essential part of Kinsale's growing IT team, ensuring our workforce stays productive and supported. You'll work hands-on with hardware, software, and device management — troubleshooting issues, maintaining systems, and delivering an exceptional technology experience to your colleagues every day. This role offers the opportunity to develop deep technical expertise alongside collaborative IT professionals in a modern, state-of-the-art office environment.

Requirements

  • Bachelor's degree in Information Technology or a related field, relevant certifications (e.g., CompTIA A+, Microsoft), or equivalent work experience.
  • Strong customer service orientation with excellent verbal and written communication skills.
  • Proficiency with Windows 11, Microsoft Office, and desktop support tools.
  • Experience with Active Directory, WSUS, SCCM, Intune, Autopilot, PDQ, or similar device management platforms.
  • Familiarity with network technologies (DNS, DHCP, NSLookup) and cloud platforms such as AWS or Azure.
  • Ability to lift up to 30 lbs., route cables, and position equipment within an office environment.

Nice To Haves

  • Familiarity with generative AI tools and their practical application in a business support environment is a plus.

Responsibilities

  • Providing Tier 1 and Tier 2 technical support via phone, email, chat, and in-person interactions — creating and tracking helpdesk tickets through resolution.
  • Troubleshooting hardware and software issues on desktops, laptops, and mobile devices to minimize downtime and maintain productivity.
  • Deploying and maintaining desktop and laptop systems, peripherals, and related equipment across the organization.
  • Supporting system imaging, updates, and ongoing maintenance to keep infrastructure current and secure.
  • Evaluating and testing new hardware and software versions, recommending upgrades that improve performance and reliability.
  • Adhering to established policies for change management, asset tracking, and information security, while maintaining thorough documentation of procedures and resolutions.
  • Collaborating with internal teams and external vendors to resolve complex issues and deliver seamless technology experiences.
  • Participating in an on-call rotation for remote support during evenings and weekends as needed.

Benefits

  • Competitive Pay & Bonus Opportunities
  • Health, dental, and vision insurance with up to $3,600 (individual) or $7,000 (family) in HSA contributions per year.
  • Generous paid time off including 22 days of PTO and 10 paid company holidays.
  • Clear promotion paths, mentorship, and ongoing professional development.
  • Up to 6% matching 401(k) contributions on base salary and bonus, standard life insurance, and disability coverage.
  • Annual $3,000 reimbursement for educational training and certifications.
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