Job Description

Were building the AI-powered future of maintenance.

UpKeep is on a mission to reinvent how the physical world runsstarting with the frontline teams who maintain it. Were the creators of the worlds 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 companiesincluding Shell, Yamaha, Unilever, and Marriottrun on UpKeep to modernize their asset operations. Were leading the $30B category shift toward Asset Operations Management , where uptime, intelligence, and AI converge.

• Own the AI-first transformation of an entire industry. Every feature we ship leverages AIfrom predictive work orders to sensor-driven automations. Youre not just iteratingyoure pioneering how data reshapes physical operations.
• Real traction, real scale. Recognized as Gartners #1 Facility Management solution and G2s top-rated CMMS, weve 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 HQwhere 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 youre driven by impact, energized by AI, and hungry to transform a legacy industrywere 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.
• Lead escalations and proper handoffs of incidents to teams across the organization when further assistance for resolution is required.
• Utilize 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 operations, improve employee experience, and support scaling.
• Create and maintain IT documentation and knowledge base articles for both internal use and employee self-service.

EXPERIENCE

• 5 years of progressive IT experience, ideally in a fast-paced, hybrid or startup environment.
• High level of proficiency in macOS environments
• Hands-on experience with MDM solutions (e.g., Kandji), and Google Workspace.
• Strong experience supporting cloud-based SaaS tools, AV systems, mobile devices, and remote/hybrid employee workflows.
• Familiarity with ticketing systems, monitoring tools, and IT asset management platforms.
• Bonus: Experience with VMware/Hyper-V, scripting/automation, or supporting SOC2-compliant environments.

KNOWLEDGE

• 5+ years of experience in an enterprise helpdesk, IT support, or IT management capacity.
• Bachelors Degree in Computer Science, Information Technology, or related field (or equivalent hands-on experience).
• Strong understanding of modern IT practices, cloud systems, network troubleshooting, and endpoint management.

DESIRED BEHAVIORS

• Receptive to change is flexible. Seeks and adopts improved approaches and processes.
• Initiates action is results oriented, takes responsibility for actions and outcomes. Meets commitments and strives for high performance.
• Manages the workload - makes timely decisions, prioritizes effectively, solves problems, monitors results and takes remedial action where necessary.
• Technically proficient able to apply the technical knowledge and skills required in the job role and responsibilities in order to achieve the expected outputs.
• Takes responsibility for own learning - knows personal strengths, recognizes development needs, and takes action to improve. Is open to feedback and always seeks to learn.
• Communicates ideas respectfully exchange information and proposes a way forward. Listen to views of colleagues and take in diverse perspectives.
• Works collaboratively shares knowledge and information, fosters teamwork and contributes to a positive work environment where people want to come to work.
• Display ethical character and competence - acts with integrity and intent, is accountable for own actions, behaves according to the company values.
• Act as a good citizen of UpKeep.

COMPENSATION

This role will receive a competitive base salary + annual bonus + benefits + equity. A variety of factors are considered when determining someones compensationincluding a candidates professional background, experience, and location. Final offer amounts may vary from the amounts listed below.

The pay range for this role is $110,000 - $125,000 USD per year.

Company History & Product:

UpKeep started in a garage, where our founder Ryan taught himself to code and built the first mobile-first maintenance app. The idea was simple but powerful: put modern software in the hands of frontline techniciansand transform how maintenance gets done.

Today, UpKeep is the leading cloud-native Asset Operations Management platform, serving over 4,000 businesses worldwide across manufacturing, utilities, healthcare, and beyond. Our Industrial IoT and AI-first software helps maintenance and facilities teams streamline work, predict failures, and act fasterwith real-time insights and automation at their fingertips.

Were building for the deskless workforce the essential workers who keep our physical world runningand arming them with the tools they deserve. In a world re-shoring manufacturing, accelerating automation, and embracing AI at scale, were riding the next macro waveand leading the transformation of legacy maintenance into intelligent operations.

At UpKeep, we celebrate and support our differences. We know employing a team rich in diverse thoughts, experiences, and opinions allows our employees, our products, and our community to flourish. UpKeep is honored to be an equal opportunity workplace. We are dedicated to equal employment opportunities regardless of race, color, ancestry, religion, sex, national orientation, age, citizenship, marital status, disability, gender identity, sexual orientation or Veteran status.

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