L2 IT Support Specialist - Orlando, FL

Lynn Rodens • Full-time • Orlando, FL, US • 2d ago

Job Summary

L2 IT Support Specialist - Orlando, FL

Full-time

In-Office | Orlando, FL, United States

About The Opportunity

A nationally recognized, industry-leading residential construction organization is seeking a Level 2 IT Support Specialist to provide high-touch, white-glove technical support across multiple Florida locations.

This is not a traditional helpdesk role.

This is a hands-on, boots-on-the-ground IT position supporting multi-site operations, acquisition integrations, enterprise technology initiatives, and infrastructure standardization efforts.

If you enjoy solving complex problems, improving systems, working directly with business stakeholders, and being part of a growing corporate IT transformation — this is your opportunity.

What You’ll Be Doing

Technical Support & Troubleshooting

Resolve Tier 2 issues across hardware, software, and Microsoft 365 (Outlook, Teams, SharePoint, etc.)
Troubleshoot Windows 10/11 endpoints, laptops, desktops, and mobile devices
Configure and manage devices through Intune and MDM policies
Support access management in Entra ID (Azure AD)
Perform basic network troubleshooting (LAN, WiFi, VPN, DNS, DHCP, printers)
Collaborate with an enterprise MSP for advanced network and firewall escalations
Utilize PowerShell for automation and troubleshooting tasks

Onsite & Field Support

Provide onsite IT support in Orlando and surrounding Florida sites
Travel to Tampa, Lakeland, Zephyrhills and other locations as needed
Travel required 2x per week during first 6 months (tapers based on workload)
Perform equipment installations, rack work, cable management, and hardware refreshes
Lift up to 50 lbs when necessary

Standardization & IT Initiatives

Support infrastructure refresh projects
Assist in network equipment standardization
Participate in Azure migration and MDM rollouts
Help consolidate and streamline application environments
Contribute to acquisition integrations and enterprise initiatives

Documentation & Process Discipline (Critical)

Maintain detailed records in ITSM platform
Update SOPs and knowledge base documentation
Track assets and configuration changes
Identify recurring issues and propose long-term fixes

Documentation is not optional — it is essential.

What Success Looks Like

End users view IT as responsive and reliable
Onboarding is seamless and Day 1 ready
Systems are secure, compliant, and standardized
Support issues are resolved efficiently and professionally
You help reduce recurring ticket volume through root-cause thinking

Required Experience

What We’re Looking For

2–5 years of IT support experience (multi-site environment preferred)
Strong Microsoft 365 knowledge
Experience with Entra ID / Azure AD
Familiarity with Intune or MDM platforms
Solid networking fundamentals
Experience collaborating with an MSP
Experience working in mixed hardware environments (Meraki, Ubiquiti, Sophos, etc.)
Strong written documentation skills

Soft Skills That Matter

Clear, professional communicator
Able to explain technical issues in plain English
Comfortable interacting with field teams and leadership
Self-motivated and proactive
Able to enforce IT standards professionally
Adaptable in fast-paced environments
High attention to detail

Work Environment Requirements

Onsite role (not remote)
Reliable transportation required
Must pass background check, driver screening, and drug screening
Comfortable working in office and field-based construction environments

Why This Role Stands Out

Exposure to enterprise-level IT initiatives
Opportunity to help standardize and modernize a growing organization
High visibility within Corporate IT
Growth potential as the company expands
Opportunity to make a meaningful impact — not just close tickets

If you are a hands-on IT professional who enjoys building, improving, and supporting growing environments — we want to hear from you. Submit your resume now!