> Markdown version of [/jobs/ext/287715-it-service-desk-technician-level-2](https://www.wearedevelopers.com/jobs/ext/287715-it-service-desk-technician-level-2). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # IT Service Desk Technician - Level 2 - **Company:** CIO Technology Solutions - **Location:** Tampa, FL, United States - **Experience:** Experienced - **Contract:** Permanent contract - **Skills:** Proxmox, Microsoft Windows, Active Directory, Business Systems, Dynamic Host Configuration Protocol, Desktop Computing, Domain Name System (DNS), Hyper-V, Virtual Private Networks (VPN), Network Troubleshooting, Windows Servers, Routing, Windows PowerShell, Microsoft SharePoint, Virtual Local Area Networks, Firewalls (Computer Science), Veeam, Network Server, SentinelOne Expertise, Vmware - **Published:** May 22, 2026 - **Apply:** https://www.indeed.com/viewjob?jk=932a64a89cec8cc4 ## About the Role Do you have a valid Driver's License license?, Do you have experience in Windows?, * 3+ years in an MSP or multi-client IT support environment * Strong troubleshooting skills across Windows, Microsoft 365, networking, and endpoint support * Experience with Active Directory, Entra ID, Group Policy, DNS, DHCP, VPNs * Practical firewall and network troubleshooting experience * Experience supporting Windows Server environments * Ability to prioritize and manage multiple active issues at once * Reliable documentation habits and same-day time entry * Valid driver's license for occasional onsite work Nice to have * ConnectWise Manage, NinjaOne, IT Glue, Liongard, AutoElevate * Proxmox, VMware, or Hyper-V * Veeam or other backup platforms * Huntress, SentinelOne, DNSFilter, or similar security platforms * Basic PowerShell scripting and automation experience ## Description We are looking for a Level 2 Service Technician to handle escalated support issues across Microsoft 365, servers, networking, firewalls, and line-of-business systems across multiple client environments. This role is a mix of remote support, onsite work, troubleshooting, customer communication, and operational discipline. You'll work closely with Level 1 technicians, Professional Services, and Account Management to keep client environments stable and issues moving. What you'll do * Handle escalated support tickets and work issues through resolution * Troubleshoot desktops, servers, Microsoft 365, networking, VPN, and firewall issues * Support Windows Server environments, Active Directory, Entra ID, DNS, DHCP, Group Policy * Administer Microsoft 365 including Exchange Online, Teams, SharePoint, and OneDrive * Support and troubleshoot VLANs, switches, wireless, VPN connectivity, and basic routing * Configure and support firewall changes and security policies within defined standards * Maintain clear ticket notes, documentation, and time entries in ConnectWise Manage * Document client environments, recurring fixes, and procedures in IT Glue * Communicate directly with end users, vendors, and internal teams * Assist with onboarding, workstation deployments, and technical projects when needed * Participate in the on-call rotation and escalation process * Help mentor and support Level 1 technicians What matters in this role * You finish what you start * You communicate early when something is blocked or going sideways * You don't close tickets without verifying the issue is actually resolved * You can explain technical issues to non-technical users without sounding condescending * You manage your workload without needing constant follow-up * You keep documentation and time entries current instead of trying to remember everything later ## Related Videos - [What makes Cybersecurity different for critical infrastructure?](https://www.wearedevelopers.com/videos/571-what-makes-cybersecurity-different-for-critical-infrastructure) - [Creating a routing app with Google Maps API from scratch](https://www.wearedevelopers.com/videos/831-creating-a-routing-app-with-google-maps-api-from-scratch) - [WebAssembly: The Next Frontier of Cloud Computing](https://www.wearedevelopers.com/videos/972-webassembly-the-next-frontier-of-cloud-computing) - [Navigating the Corporate Jungle: Life as a Developer in a large Company](https://www.wearedevelopers.com/videos/621-navigating-the-corporate-jungle-life-as-a-developer-in-a-large-company) - [A Technical Introduction to Bitcoin's 2nd Layer- The Lightning Network](https://www.wearedevelopers.com/videos/15-a-technical-introduction-to-bitcoin-s-2nd-layer-the-lightning-network) - [Generating code with Angular schematics](https://www.wearedevelopers.com/videos/129-generating-code-with-angular-schematics) ## Related Articles - [Fully Remote Software Engineer Jobs](https://www.wearedevelopers.com/magazine/447-fully-remote-software-engineer-jobs) - [The Most Popular IT Jobs on the Market](https://www.wearedevelopers.com/magazine/376-the-most-popular-it-jobs-on-the-market) - [System change: restart as developer?](https://www.wearedevelopers.com/magazine/39-system-change-restart-as-developer) - [Is Software Engineering Over-Saturated?](https://www.wearedevelopers.com/magazine/418-is-software-engineering-over-saturated) - [Highest Paying Tech Companies for Developers](https://www.wearedevelopers.com/magazine/220-highest-paying-tech-companies-for-developers) - [Best Paying Jobs in Technology](https://www.wearedevelopers.com/magazine/256-best-paying-jobs-in-technology)