MSP Field Services Team Lead

MSP Field Services Team Lead

Location: Hybrid – Orlando, FL (primary), with travel to client locations throughout Florida
Department: MSP
Employment Type: Full-Time | Exempt

About DAS Health

DAS Health is a leading provider of healthcare IT and managed services, supporting medical practices, healthcare systems, and senior living organizations across the United States and Canada. We combine deep healthcare expertise with best-in-class technology solutions to help our clients operate more efficiently, securely, and reliably.

Position Summary

The MSP Field Services Team Lead is a hybrid role that combines remote technical support with onsite technical services at client facilities. This position provides leadership and hands-on technical support to MSP clients, primarily in the Orlando, FL area, while also supporting client locations throughout Florida as business needs require.
This role oversees daily Field Services operations, ensures adherence to service standards and KPIs, and serves as an escalation point for complex technical and client issues. The ideal candidate is highly technical, customer-focused, and flexible, with the ability to travel and provide after-hours support when required.

Key Responsibilities

• Lead and mentor the Field Services team by providing coaching, training, and reinforcement of technical and operational standards
• Deliver hands-on technical support both remotely and onsite to resolve advanced client issues and support overall MSP service delivery
• Manage scheduling and dispatch processes to optimize technician utilization and ensure timely onsite support
• Travel to client locations primarily in the Orlando area, with additional travel throughout Florida for projects, training, escalations, and special initiatives
• Coordinate onsite activities involving internal field technicians and third-party field resources
• Document and enforce best practices and standard operating procedures for the Field Services team
• Serve as an escalation point for Field Services issues, ensuring timely resolution and clear communication with clients and internal stakeholders
• Monitor and action ConnectWise Manage Service Boards to meet service level agreements and performance metrics
• Oversee day-to-day operations including PTO approvals, timesheets, and workload distribution
• Address performance issues and employee concerns professionally and promptly
• Maintain client documentation including runbooks and service information
• Provide evening, weekend, and after-hours support as required by business or client needs
• Perform additional duties as needed

Qualifications & Requirements

• Education: High school diploma or GED equivalent required
• Experience: 3–5 years of experience in Field Services, IT Support, or a similar role within an MSP or enterprise IT environment
• Leadership: Demonstrated experience managing, mentoring, or leading technical teams
• Technical Expertise: Windows Server and cloud environments (Azure, AWS, WVD); Microsoft 365 Email and Office products; Microsoft Windows, macOS, and Linux environments; networking concepts and infrastructure
• Skills: Advanced troubleshooting and problem-solving abilities; strong verbal and written communication skills; excellent organization, time management, and attention to detail; ability to manage multiple concurrent tasks or tickets
• Work Style: Self-starter with a professional demeanor and ability to work independently within a remote or distributed team
• Availability: Willingness to work evenings, weekends, and after-hours as business needs require
• Travel: Valid driver’s license with reliable transportation and the ability to drive to client locations throughout Florida
• Preferred Certifications: CompTIA A+ and Network+; Microsoft certifications (e.g., MCSE, MTA: Windows Server Administration Fundamentals)

Work Environment & Travel Expectations

This is a hybrid role that balances remote work with onsite client support. Regular travel is expected—primarily within the Orlando area—with additional travel throughout Florida for projects, training, and escalations. Flexibility is essential to support client needs and after-hours work when required.

Why Join DAS Health?

At DAS Health, we value collaboration, accountability, and continuous improvement. We offer a supportive environment where your expertise makes a direct impact on client success.
Our team members enjoy:

• Competitive compensation
• Comprehensive benefits package
• Paid time off and holidays
• Opportunities for professional growth and development
• A mission-driven organization focused on improving healthcare through technology

DAS Health is an equal opportunity employer and is committed to creating an inclusive environment for all employees.

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