Senior IT Systems Administrator

We’re building the AI-powered future of maintenance.

UpKeep is on a mission to reinvent how the physical world runs—starting with the frontline teams who maintain it. We’re the creators of the world’s first AI-first CMMS (Computerized Maintenance Management System), equipping technicians and facilities teams with automation, machine learning, and predictive insights that drive operational speed, safety, and efficiency.

What started as a garage-built prototype is now a fast-scaling SaaS company, backed by Insight Partners, Emergence Capital, and Y Combinator. Over 4,000 companies—including Shell, Yamaha, Unilever, and Marriott—run on UpKeep to modernize their asset operations. We’re leading the $30B category shift toward Asset Operations Management, where uptime, intelligence, and AI converge.

Why join us:

• Own the AI-first transformation of an entire industry.
  Every feature we ship leverages AI—from predictive work orders to sensor-driven automations. You’re not just iterating—you’re pioneering how data reshapes physical operations.
  
  
• Real traction, real scale.
  Recognized as Gartner’s #1 Facility Management solution and G2’s top-rated CMMS, we’ve earned market leadership through product, not puff.
  
  
• A company where builders thrive.
  We move fast, optimize for outcomes, and give high-agency operators the autonomy to ship big things. Our culture rewards bold thinking, not bureaucracy.
  
  
• Global team, local energy.
  With 100+ employees across the world, we support remote-first work with deep investment in our LA HQ—where certain roles and leadership converge for rapid innovation.
  
  
• Equity and upside, not just a paycheck.
  Competitive comp, meaningful ownership, and benefits that support your health, focus, and long-term growth.

If you’re driven by impact, energized by AI, and hungry to transform a legacy industry—we’re hiring!

POSITION SUMMARY

Our Senior IT Systems Administrator is the first line of IT support for our UpKeep employees and also owns the core systems, tools, and infrastructure that keep our teams productive and secure. This is a critical, in-office role based in our Los Angeles HQ, focused on delivering exceptional technical support while building scalable, secure IT operations that support our growing hybrid workforce.

This person will be hands-on in supporting our employees day to day, while also setting the foundation for systems, vendors, and processes that scale. Ideal candidates have a passion for helping others, strong process discipline, excellent communication, and the ability to thrive in a fast-paced, changing environment.

ESSENTIAL FUNCTIONS AND RESPONSIBILITIES 

• Owns HQ infrastructure including configuration, maintenance, security, and ensuring uptime for UpKeep personnel based in the office
• First point of contact to manage company wide help desk tickets, to ensure all tickets are tracked to resolution in accordance with UpKeeps service level agreements. 
• Provide advanced technical support, professional communication, and escalation management across hardware, software, and network issues.. 
• Manage and administer office network infrastructure (Wi-Fi, routers, conference room AV systems, etc.) to ensure reliability and uptime.
• Provide on-call support for critical incidents and lead resolution efforts in partnership with system administrators and other stakeholders.
• Leads escalations and proper handoffs of incidents to teams across the organization when further assistance for resolution is required.
• Utilizes tools and resources to stay up to date on technical knowledge in a multi-platform, fast-paced, and changing environment. 
• Support new hire onboarding and offboarding, including laptop provisioning, account setup, and orientation on UpKeep tools and IT processes.
• Own IT asset lifecycle management (procurement, inventory, deployment, recovery).
• Administer and manage core tools including Google Workspace, Zoom, Slack, MDM solutions (e.g., Kandji), and other SaaS platforms.
• Monitor and administer software licenses using Software inventory system. 
• Troubleshoot and resolve issues across hardware, operating systems, cloud applications, mobile devices, printers, phones, and connectivity.

Serve as subject matter expert on video/web conferencing tools and lead AV support for company events or high-priority meetings.

• Identify and implement process improvements to strengthen IT oper