IT Help Desk Technician
- Pay
- $70,000 – $90,000 per year
- Location
- West Hollywood, CA · On-site
- Job type
- Full-time
- Level
- Senior
- Listed
- 19 days ago
Skills & highlights for this role
- Systems administration
- Network engineering
- Windows environments
- Microsoft 365
- Active Directory
- Third-party business applications
- VLAN configuration
- Firewall configuration
- Switching
- Wireless networking
- Network infrastructure
- Troubleshooting
- Cross-functional communication
Also useful
- MSP or managed services experience
- Multi-site client environments
- Hospitality industry experience
- Server migrations
- Microsoft 365 implementations
- Network refreshes
- Infrastructure deployments
About the role
Role Overview Proactive Technology Group is seeking a technical, execution-focused engineer to support infrastructure deployments, client implementations, and network improvements across our managed client base. This role is responsible for carrying out technical project work, resolving escalated support issues, and assisting with the deployment, configuration, and improvement of client environments.
The ideal candidate is hands-on, organized, and comfortable working across servers, Microsoft environments, end-user systems, and network infrastructure. This position works closely with our project, service, and technical teams to ensure implementations are completed correctly, consistently, and with minimal disruption to client operations.
Implementation and Project Work Execute infrastructure and systems implementation tasks across client environments. Deploy, configure, and support Windows servers, Microsoft 365 environments, Active Directory, and related business systems. Assist with tenant migrations, server upgrades, workstation deployments, line-of-business application rollouts, and other technical projects.
Document completed work, configurations, and technical findings within our ticketing and documentation systems. Network and Infrastructure Support Configure and troubleshoot switches, firewalls, VLANs, wireless networks, and related infrastructure components. Assist with network refreshes, site deployments, and multi-site connectivity improvements.
Support troubleshooting of performance, connectivity, and infrastructure-related issues across client environments. Work with internal teams to validate that network and systems changes are implemented properly and operating as expected. Client Support and Onsite Response Provide escalated technical support for client issues involving servers, networking, Microsoft 365, and end-user systems.
Travel onsite to client locations, including hospitality environments, for implementation work, troubleshooting, and remediation of IT and network issues. Support after-hours maintenance windows, project cutovers, or emergency response scenarios when required.
Requirements & Qualifications
- Required Skills and Experience Strong background in systems administration and network engineering.
- Must live within a 1 hour commute of West Hollywood.
- Hands-on experience with Windows environments, Microsoft 365, Active Directory, and common third-party business applications.
- Experience configuring and troubleshooting VLANs, firewalls, switching, wireless, and general network infrastructure.
- Ability to execute technical work independently and follow defined project or service processes.
- Strong troubleshooting skills across infrastructure, network, and end-user technologies.
- Clear communication skills and ability to work cross-functionally with project managers, service teams, and client stakeholders.
- Preferred Experience Experience working in an MSP or managed services environment.
- Experience with multi-site client environments.
- Hospitality industry experience is a plus.
- Familiarity with server migrations, Microsoft 365 implementations, network refreshes, and infrastructure deployments.
- Experience supporting both project-based work and escalated service issues.
Salary Range
$70,000 ~ $90,000 Professional development assistance 401(k) Health insurance 401(k) matching Paid time off Vision insurance Dental insurance Life insurance
From The Proactive Technology Group's careers page, first listed on Rolev.ai on October 22, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
Rolev.ai is a job search and application tool for US job seekers. For this IT Help Desk Technician role at The Proactive Technology Group, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.
See how you fit
Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.
Tailor without inventing
Every change to your resume is checked against your original. New experience goes in only with your yes—zero fabricated claims.
Draft the full kit
Tailored and Full Match resumes, role-specific cover letters, and answers to employer screening questions are prepared in seconds.
1-Click Extension Autofill
The Chrome extension fills the employer's Greenhouse, Workday, Lever, or Ashby form in 1 click. You review it and press Submit.
Similar roles
Common questions
What is the salary for the IT Help Desk Technician role at The Proactive Technology Group?
The IT Help Desk Technician posting at The Proactive Technology Group states compensation of $70,000 – $90,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on The Proactive Technology Group's official career site.
Where is the IT Help Desk Technician job at The Proactive Technology Group located?
This IT Help Desk Technician position at The Proactive Technology Group is located in West Hollywood, CA (On-site). Always check The Proactive Technology Group's application page for specific state eligibility or relocation policies.
What qualifications are required for IT Help Desk Technician at The Proactive Technology Group?
For the IT Help Desk Technician role, The Proactive Technology Group highlights experience with Systems administration, Network engineering, Windows environments, Microsoft 365, Active Directory, Third-party business applications. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.
How do I apply for the IT Help Desk Technician position at The Proactive Technology Group?
This listing links directly to The Proactive Technology Group's Workable application page. You can apply directly on The Proactive Technology Group's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Workable application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.