Are you a tech-savvy problem solver ready to grow your career in a dynamic, fast-paced environment? Join Kinsale Insurance, a leading excess and surplus (E&S) lines carrier headquartered in Richmond, VA. We're known for our high-quality, high-touch approach and innovative solutions that help clients manage complex risks — and we bring that same standard of excellence to how we support and empower our people through technology. About the Role 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. What You'll Do • 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. What You Bring • 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. • Familiarity with generative AI tools and their practical application in a business support environment is a plus. Why You'll Love Working at Kinsale • Competitive Pay & Bonus Opportunities – Rewarding performance and initiative. • Comprehensive Benefits – Health, dental, and vision insurance with up to $3,600 (individual) or $7,000 (family) in HSA contributions per year. • Work-Life Balance – Generous paid time off including 22 days of PTO and 10 paid company holidays. • Career Growth – Clear promotion paths, mentorship, and ongoing professional development. • Retirement & Security – Up to 6% matching 401(k) contributions on base salary and bonus, standard life insurance, and disability coverage. • Continuous Learning – Annual $3,000 reimbursement for educational training and certifications. Integrity & Responsibility Kinsale values strong financial responsibility. A credit check will be conducted as part of the selection process for roles that require sound judgment, trustworthiness, or access to sensitive information. Ready to Apply? If you're a motivated, collaborative, and service-oriented IT professional ready to make a real impact, this is your opportunity. Join Kinsale Insurance and grow your career in a company that rewards initiative, excellence, and continuous learning. Apply today and start building your future with us! Salary Range: $73,000 – $85,000 This posted range is our best estimate; starting salary will be based on experience level. Additionally, the posted range reflects only base salary and does not include annual bonuses, benefits, or reimbursements.