L2 IT Support Specialist

Level 2 IT Support Specialist Orlando, FL (Onsite) Full-Time | Monday-Friday | 8:00 AM - 5:00 PMAbout 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!

Created: 2026-04-03