Tier 2 IT Support Technician – Cloud & Security

Cultivate IT; Oklahoma City (OK); On-site; USD 60,000 - 80,000; Full time

Benefits offered by this job

401(k) with 3% company match

Medical, Dental & Vision

HSA company contribution

Life & Disability Insurance

Flexible Work Hours & Generous PTO

Professional Development Stipend

Donut Friday & Quarterly Team Events

A Culture That Celebrates Wins

Job summary

Cultivate IT is seeking an IT Support Technician – Tier 2 to join on-site teams in Oklahoma City / Amarillo. You will resolve complex issues, manage Microsoft 365/Azure environments, and support infrastructure across servers, networking, and security.

You will document processes and mentor junior staff while contributing to client outcomes. The role emphasizes ownership, proactive problem-solving, and collaboration with engineers through a fast-paced MSP setting, with minimal travel and on-call

Qualifications

• 3–5 years of hands-on IT support, systems administration, or MSP experience.
• Strong troubleshooting ability across desktops, servers, networks, cloud services, and modern Microsoft environments.
• Experience administering Microsoft 365, including Exchange Online, Teams, SharePoint, Entra ID / Azure AD, and Intune.
• Working knowledge of Windows Server, Active Directory, DNS, DHCP, Group Policy, and file services.
• Solid understanding of networking concepts, including TCP/IP, VLANs, VPNs, routing, firewalls, and wireless infrastructure.
• Familiarity with Azure fundamentals, cloud identity, virtual machines, storage, networking, and security concepts.
• Experience supporting backup, disaster recovery, virtualization, and business continuity solutions.
• Strong written and verbal communication skills, including the ability to explain technical issues clearly to clients and teammates.
• Strong documentation habits and the ability to create useful troubleshooting notes, procedures, and technical standards.
• A proactive, ownership‑focused mindset with a desire to improve systems, processes, and client outcomes.
• Comfort working in a fast‑paced MSP environment supporting multiple client networks and business needs.

Responsibilities

• Serve as a technical escalation point for Tier 1 technicians and help resolve more complex support issues.
• Troubleshoot and resolve issues across Microsoft 365, Azure, Windows Server, endpoints, networking, cloud services, and client infrastructure.
• Administer Microsoft 365 environments, including Exchange Online, Teams, SharePoint, Entra ID, Intune, and related security features.
• Support Azure infrastructure and cloud-connected environments, including Azure fundamentals, Azure Virtual Desktop, identity, networking, and security best practices.
• Manage and troubleshoot Windows Server environments, including Active Directory, DNS, DHCP, Group Policy, file services, and related infrastructure.
• Configure, support, and troubleshoot networking environments, including firewalls, switches, wireless, VPNs, VLANs, routing, and network connectivity.
• Assist with backup, disaster recovery, and business continuity solutions.
• Participate in client onboarding, infrastructure upgrades, migrations, endpoint deployments, and internal projects.
• Create and maintain clear technical documentation, diagrams, troubleshooting steps, and internal standards.
• Identify recurring issues and recommend long-term improvements that increase reliability, security, and efficiency.
• Use PowerShell or other scripting tools where appropriate to automate repetitive tasks and improve operational workflows.
• Collaborate with engineers, project teams, and leadership on technical improvements and client outcomes.
• Mentor and support Tier 1 technicians by sharing knowledge, reviewing escalations, and contributing to a culture of technical growth.
• Participate in a rotating on-call schedule as needed.

Skills

Troubleshooting

MSP experience

Microsoft 365

Azure

Windows Server

Networking concepts

PowerShell

Documentation

Tools

NinjaOne

ConnectWise Manage

RMM tools

Job description

Cultivate IT is seeking an IT Support Technician – Tier 2 to join on-site teams in Oklahoma City / Amarillo. You will resolve complex issues, manage Microsoft 365/Azure environments, and support infrastructure across servers, networking, and security.

You will document processes and mentor junior staff while contributing to client outcomes. The role emphasizes ownership, proactive problem-solving, and collaboration with engineers through a fast-paced MSP setting, with minimal travel and on-call