Remote Technical Support Team Lead: Growth & Impact

Flagler Technologies LLC; Oregon; Hybrid; USD 85,000 - 110,000; Full time

Benefits offered by this job

PTO – 3 weeks

Health insurance

Dental & Vision

Group life insurance

401k with 4% match

Professional development support

Company equipment provided

Internet and cell stipend

Job summary

Flagler Technologies LLC is seeking a Technical Support Team Lead for a dedicated customer environment. This full‑time remote role blends hands‑on technical work with team leadership, service‑delivery oversight, and proactive customer communication.

You’ll guide a dedicated support team, escalate and resolve complex issues, and drive improvements across Microsoft 365, AD, MFA, and hybrid infrastructure while maintaining SLA performance and customer satisfaction.

Qualifications

• Three to five years of experience troubleshooting system infrastructure and networking environments.

Responsibilities

• Coordinate daily workloads, assign tasks, and prioritize requests across the dedicated support team.
• Monitor ticket queues, backlog, and SLA performance to keep service delivery on track.
• Serve as first escalation point for technical assistance, guidance, or issue resolution.
• Provide advanced troubleshooting across Microsoft 365, Active Directory, hybrid infrastructure, networking, and MFA environments.
• Use PowerShell scripting to automate administrative work and improve efficiency.
• Act as primary operational contact for customer stakeholders with updates on priorities and risks.
• Participate in regular customer meetings to review performance and upcoming initiatives.
• Review ticket notes and documentation for accuracy and compliance.
• Coach and mentor team members, support onboarding, and reinforce service-delivery standards.
• Identify workload imbalances and escalation needs, coordinating with other teams as required.
• Develop and maintain SOPs, technical documentation, and knowledge-base content.

Skills

Microsoft 365

Active Directory

Networking

PowerShell

Team leadership

Customer-facing communication

Time management

ITIL knowledge

Tools

PowerShell

Job description

Flagler Technologies LLC is seeking a Technical Support Team Lead for a dedicated customer environment. This full‑time remote role blends hands‑on technical work with team leadership, service‑delivery oversight, and proactive customer communication.

You’ll guide a dedicated support team, escalate and resolve complex issues, and drive improvements across Microsoft 365, AD, MFA, and hybrid infrastructure while maintaining SLA performance and customer satisfaction.