IT Technician - Peninsula at Parachute Technology – San Mateo, California

About the Engagement

We are seeking a reliable and technically skilled IT Field Technician for a short-term contract covering approximately 50 client sites across the San Francisco Peninsula. Each site will take 2-8 hours of documentation. This is a project-based role with the potential for ongoing work.

What You'll Be Doing

• Travel to client sites throughout the SF Peninsula to deploy and configure our Remote Monitoring & Management (RMM) agent/toolset
• Validate successful installation and connectivity back to our management platform
• Document the on-site environment, including hardware inventory, network topology basics, and any notable infrastructure observations
• Communicate findings clearly via our provided documentation templates
• Act as a professional representative of our company while on-site with clients

What We're Looking For

• 2+ years of hands-on IT support or field technician experience
• Comfort working independently at client sites with minimal supervision
• Familiarity with RMM platforms (e.g., NinjaRMM, ConnectWise RMM, Datto RMM, Syncro, etc.) — training on our specific toolset will be provided
• Basic networking knowledge (LAN/WAN, switches, firewalls)
• Strong attention to detail for documentation tasks
• Reliable transportation and valid driver's license (mileage reimbursement available — specify if applicable)
• Professional demeanor and strong communication skills
• Ability to pass a background check

Nice to Have

• CompTIA A+, Network+, or similar certifications
• Prior MSP experience
• Experience with network documentation tools (e.g., IT Glue, Hudu, Auvik)
• Logistics
• Independent Contractor (1099)
• Flexible scheduling, coordinated in advance with each client

Estimated project duration: [2 - 4 weeks]

• Work is conducted on-site across the San Francisco Peninsula
• Financial bonuses are available for work that exceeds timeline expectations and meets established quality standards.