IT Technician

Cobb Technologies • Richmond, VA

17d • Onsite

About The Position

Cobb Technologies is seeking a sharp, solutions-driven Tier 3 Help Desk Support Specialist to join our growing IT team. This in-office position in Glen Allen, VA is a key part of our Advanced Technical Support division, serving as the escalation point for complex technical issues that require more than a routine fix. If you thrive under pressure, enjoy mentoring others, and are passionate about delivering first-class support, this is your next move. At Cobb, we're more than a business technology company-we're a people-first organization. Our team is built on collaboration, trust, and a relentless commitment to excellence. We provide innovative IT solutions to clients across industries and support an environment where technical professionals can grow their skills and careers. In this role, you'll lead the resolution of advanced Help Desk tickets and guide Tier 1 and 2 team members through problem-solving processes. You'll take ownership of escalated technical issues involving networking, Microsoft 365, Azure AD, Windows Server, VPNs, endpoint management, and systems integration-delivering critical results in alignment with client expectations and SLAs.

Requirements

• 4+ years in IT support with at least 2 years at Tier 2 or above.
• Advanced knowledge of Office 365, Windows Server environments, Group Policy, Active Directory, Azure AD, etc.
• Experience with PowerShell scripting, Intune, RMM tools, and network protocols like TCP/IP, DNS, and DHCP.
• Strong communication skills and a client-focused mindset.
• Strong understanding of cybersecurity and compliance.

Nice To Haves

• Experience in managed service environments (MSPs)
• Certifications: CompTIA Security+, Microsoft 365 Certified, Azure Administrator or equivalent
• Familiarity with ticketing systems (e.g. ConnectWise) and ITIL practices

Responsibilities

• Resolve complex Help Desk issues and escalated tickets involving both hardware and software across diverse client environments.
• Act as a mentor within the IT department, providing training and documentation for Tier 1 and Tier 2 team members.
• Conduct root cause analysis and recommend sustainable solutions.
• Support Advanced Technical Support operations through vendor coordination and infrastructure upgrades.
• Ensure adherence to security frameworks including HIPAA, NIST, CMMC, and GDPR.

Benefits

• Pet Friendly!
• Comprehensive medical, dental, and vision insurance
• 401(k) with company match
• Short- and long-term disability, life insurance,
• Generous paid time off
• Pet insurance, legal resources, and identity protection
• A professional, growth-focused IT culture that values leadership in Help Desk and Advanced Technical Support

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 101-250 employees