Director of Desktop Engineering // M365

Job Description

A major insurance company is seeking a Director of Desktop Engineering to lead and evolve its enterprise desktop infrastructure and end-user computing strategy. In this key leadership role, you will oversee a team of five desktop engineers, with the potential to expand your responsibilities to include the Help Desk team. You will be responsible for delivering a secure, efficient, and scalable desktop environment that supports 3,500 employees across a dynamic and growing organization.

The ideal candidate will bring deep technical expertise in modern endpoint management, Microsoft 365 administration, and security best practices, along with strong leadership skills and a strategic mindset. You will collaborate across departments to solve business challenges, drive systems modernization, and enhance the overall employee technology experience.

Required Skills & Experience

• Bachelor's degree in Computer Science, Information Technology, or a related field
• 10+ years of IT experience with a focus on desktop engineering or end-user computing
• 5+ years in a leadership or managerial role overseeing technical teams
• Proven expertise in Microsoft 365 administration, including Exchange Online, SharePoint Online, Conditional Access, MFA, and endpoint security
• Strong hands-on knowledge of Windows OS, macOS, and modern endpoint management tools such as Microsoft Intune, Ivanti, or equivalent
• Experience with software deployment strategies and automation techniques
• Understanding of security and compliance frameworks such as NIST, ISO 27001, and related standards for endpoint and cloud environments
• Familiarity with scripting and automation tools (e.g., PowerShell, Ansible, Terraform) preferred
• Knowledge of ITIL or other IT service management frameworks preferred

Leadership & Business Acumen

• Demonstrated ability to lead, coach, and grow high-performing technical teams
• Experience managing vendor relationships and third-party professional services for systems integration, cloud migrations, or large-scale IT projects
• Strong communication and interpersonal skills, with the ability to explain complex technical topics to non-technical stakeholders
• Proven success in collaborating with cross-functional teams to support business objectives and improve operational efficiency
• Experience managing IT budgets, vendor contracts, service level agreements, and performance metrics

What You Will Be Doing

• Leading the Desktop Engineering team, providing direction, mentorship, and performance management
• Driving the modernization and optimization of the company's end-user computing environment
• Overseeing desktop and endpoint strategy across the organization, ensuring secure and reliable access for 3,500 employees
• Managing Microsoft 365 configuration and administration, including Exchange Online, SharePoint, and security services
• Collaborating with security and compliance teams to align desktop environments with industry frameworks and internal policies
• Spearheading automation initiatives for software deployment and system configuration using tools like PowerShell or Intune
• Working closely with IT leadership to evaluate, select, and manage technology vendors and service providers
• Preparing and managing budgets, forecasts, and cost-effective technology strategies
• Potentially expanding responsibilities to include oversight of Help Desk operations
• Staying current with industry trends and recommending improvements to tools, policies, and practices

The Offer

• Competitive salary based on experience
• Comprehensive medical, dental, and vision insurance
• Generous paid time off (PTO) and company holidays
• 401(k) with employer match
• Performance bonuses and professional development opportunities
• Employee wellness programs and additional corporate benefits

Additional Notes

Applicants must be currently authorized to work in the U.S. on a full-time basis now and in the future.