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!