IT Support Lead / Supervisor (MSP Support Desk - Remote First)

HANDLED IT LLC
Chicago, IL, United States
2 months ago

Role details

Contract type
Permanent contract
Employment type
Full-time (> 32 hours)
Experience level
Expert
Experience required
5 years minimum
Compensation
$75,000.0 - $95,000.0
Working hours
Regular working hours
Job source

Tech stack

Microsoft Windows Apple IOS Apple Mac Systems Software as a Service Collaborative Software Dynamic Host Configuration Protocol Domain Name System (DNS) Google Talk Issue Tracking Systems IT Management Virtual Private Networks (VPN) Networking Basics
+5 more
Virtual Local Area Networks Sonicwall Firewalls (Computer Science) Adobe Gsuite

Job description

The IT Support Desk Supervisor is a “Player-Coach” role designed for a high-performing MSP veteran who wants to transition into leadership. You will be responsible for the daily operations of a small support team, ensuring that client issues are resolved efficiently while maintaining the highest levels of customer satisfaction. You will manage the performance and professional development of 3-5 technicians, serve as the primary escalation point for complex issues, and ensure the team meets its operational KPIs. This role primarily supports users remotely, with occasional onsite work required for collaboration, device work, or special requests., * Team Leadership: Manage 3-5 direct reports, including conducting weekly 1-on-1s, performing annual performance reviews, and assisting in the interviewing/onboarding/training of new talent.

  • KPI Accountability: Drive the team to meet and exceed key metrics: CSAT scores, Technician Utilization (80% individual target), and SLA compliance.
  • Escalation Management: Serve as the permanent escalation point for the team. While calls are rare, you are responsible for after-hours emergency support for your team’s clients (8am-6pm M-F CST core coverage).
  • Mentorship & Coaching: Review technician tickets, call recordings, and documentation for quality control. Provide real-time coaching to improve the technical and soft skills of the junior staff.
  • Documentation Governance: Act as the “Librarian” for IT Glue; ensure all client environments are documented accurately and that the team is following standardized SOPs.
  • Technical Support: Provide remote technical support via our ticketing system, phone, email, chat, and collaboration tools.
  • Ownership: Drive ownership of incidents and service requests through resolution.
  • Automation and Efficiencies: Identify areas of inefficiencies within the support team and look to improve these areas through process, training, and automation.
  • Communication: Communicate proactively with customers regarding progress, impacts, and next steps. Ensure all communication is thorough, professional, and drives high customer satisfaction.

Requirements

Do you have experience in Video conferences (communication methods)?, * 5+ years of experience specifically within an MSP environment is required.

  • Demonstrated experience in a Lead or Senior Technician role, with a strong desire to move into formal management.
  • Expert Proficiency in Autotask PSA and Datto RMM (or equivalent) with the ability to pull and interpret reporting data.
  • Advanced technical knowledge of Windows and Mac environments, Microsoft 365, networking (firewalls, VLANs, VPNs), and security stacks (Sophos, Huntress, etc.).
  • Ability to manage a 80% billable utilization rate while balancing supervisory tasks.
  • Excellent communication skills with the ability to deliver constructive feedback to team members.
  • Networking basics (DNS, DHCP, VPN, common firewall concepts)
  • Excellent communication, documentation, and customer service skills.
  • Strong diagnostic skills and ability to work independently.
  • Ability to manage multiple priorities in a fast-paced MSP environment.
  • Self-motivated, resourceful, and highly organized.
  • Reliable transportation for occasional travel to the office or client locations (low frequency).

Technologies You’ll Work With

  • Operating Systems: Windows 11, macOS
  • Mobile: iOS, Android
  • Collaboration Tools: Teams, Slack, Zoom, Google Chat
  • Productivity: Microsoft 365 Apps, Adobe, Google Workspace
  • Security: Sophos MDR, Defender, Mimecast, Duo, SaaS Alerts
  • Networking: Meraki, Sophos, Ubiquiti, SonicWall
  • IT Management: Autotask PSA, Datto RMM, Addigy, IT Glue, ScalePad, * Managed Service Provider: 5 years (Required)

Benefits & conditions

Pulled from the full job description

  • 401(k)
  • Health insurance
  • 401(k) matching
  • Paid time off
  • Vision insurance
  • Health savings account
  • Dental insurance, * 401(k) with company match
  • Health, dental, and vision insurance
  • HSA available
  • Paid time off
  • Career path growth within a top-tier MSP

Job Type: Full-time

Pay: $75,000.00 - $95,000.00 per year, * 401(k)

  • 401(k) matching
  • Health insurance
  • Health savings account
  • Paid time off

Compensation Package:

  • Performance bonus
  • Yearly pay

Apply for this position

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