IT Support Technician Tier 2

At Cultivate IT, you'll partner with growing businesses, solving real-world technology challenges, building automation that drives efficiency, and delivering peace of mind to our clients. We believe in values-driven leadership, a collaborative atmosphere, and a culture that encourages creativity, mentorship, and continuous learning.What You'll Do

• Serve as an escalation point for Tier 1 support across Windows, macOS, Linux, and mobile devices.
• Troubleshoot and resolve advanced technical issues involving endpoints, networks, infrastructure, and cloud services.
• Administer and support core networking environments, including firewalls, switches, wireless infrastructure, VPNs, VLANs, DHCP, DNS, and routing.
• Support and optimize cloud platforms and modern IT environments, including Microsoft 365, Azure, and other SaaS infrastructure.
• Assist in designing, implementing, and maintaining secure, scalable cloud and hybrid architecture for client environments.
• Identify root causes of recurring issues and recommend long-term solutions that improve reliability, performance, and security.
• Design and implement automation scripts and tools (PowerShell, Bash, Python) to streamline support and administration tasks.
• Collaborate with engineers and project teams on deployments, migrations, upgrades, and infrastructure improvements.
• Maintain and enhance our internal knowledge base with clear documentation, diagrams, troubleshooting steps, and technical standards.
• Participate in a one-week rotating on-call schedule (emergencies are rare).
• Mentor Tier 1 technicians and contribute to a culture of technical growth and operational excellence.

Do you have experience in macOS?, * 3-5 years of hands-on IT support, systems administration, or MSP experience.

• Strong troubleshooting skills across desktops, servers, networking, and cloud platforms.
• Advanced knowledge of networking concepts and technologies, including TCP/IP, DNS, DHCP, VLANs, VPNs, routing, switching, and firewall management.
• Experience supporting Microsoft 365 environments, including Entra ID/Azure AD, Exchange Online, SharePoint, and Teams.
• Familiarity with Azure infrastructure and cloud architecture concepts, including identity, virtual machines, storage, networking, and security best practices.
• Experience working with virtualization platforms, backup systems, and business continuity solutions.
• Strong verbal and written communication, including the ability to explain technical issues clearly to end users and document solutions thoroughly.
• A proactive, self-starting attitude with a passion for continuous improvement and client success.

Nice-to-Have:

• Hyper-V/VM ware experience
• Familiarity with traditional RDS environments and AVD
• Network+, Security+, Microsoft, Azure, or equivalent certifications.
• Experience with firewalls, managed switches, wireless platforms, and network monitoring tools.
• Experience with remote-monitoring and management (RMM) tools and PSA/ticketing systems.
• Scripting or automation experience in PowerShell, Bash, or Python.
• Exposure to cloud migrations, infrastructure projects, and security hardening.
• Experience in an MSP environment supporting multiple client networks and environments.

Pulled from the full job description

• Professional development assistance
• Parental leave
• 401(k)
• Health insurance
• 401(k) matching
• Paid time off
• Vision insurance, * 401(k) with 3% match
• Medical, Dental & Vision (PPO + $1,200/yr HSA match)
• Life & Disability Insurance
• In-building Gym Access
• Flexible Work Hours & Generous PTO
• Donut Friday & Quarterly Team Events
• Professional Development Stipend
• A Culture That Celebrates Wins-from impromptu happy hours to holiday parties.

EOE/M/F/Vet/Disabled

Pay: $60,000.00 - $85,000.00 per year, * 401(k)

• Dental insurance
• Employee assistance program
• Health insurance
• Life insurance
• Paid time off
• Parental leave
• Professional development assistance