L2 IT Support Specialist

Level 2 IT Support Specialist

Orlando, FL (Onsite)

Full-Time | Monday–Friday | 8:00 AM – 5:00 PM
 

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

What We’re Looking For

Required Experience

• 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!