Senior IT Systems Administrator, UpKeep
$110-125k
+ Equity + Annual Bonus
AI-powered asset operations platform
Job no longer available
AI-powered asset operations platform
101-200 employees
Job no longer available
$110-125k
+ Equity + Annual Bonus
101-200 employees
Company mission
To streamline the work order process and take you from reactive to preventive maintenance.
Role
Who you are
- 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
- 5+ years of experience in an enterprise helpdesk, IT support, or IT management capacity
- Bachelor’s 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
- 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
What the job involves
- 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
- 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 operations, improve employee experience, and support scaling
- Create and maintain IT documentation and knowledge base articles for both internal use and employee self-service
Our take
For hundreds of thousands of repair workers, as well as facilities and operations managers, the task of making maintenance requests proves to be time-consuming and inefficient. UpKeep was designed so these critical workflow decisions can be made with data-driven insights and in real time, without mountains of note taking and paperwork.
For a monthly subscription fee, UpKeep's users can manage assets and inventory, track time and cost, implement preventative maintenance, and more, with two tiers of features plus a customizable business option to choose from. The platform serves companies across industries, from manufacturing and farming, to hospitality and fitness, and includes global enterprises like Yamaha and Unilever. It keeps the sharing of all types of maintenance issues conveniently on one platform, in an easy to read user friendly interface.
In 2022, the company successfully patented its "UpKeep Edge" product, which leverages sensors and cellular gateways to deliver real-time data on operating environments. This achievement showcases that the company is at the forefront of innovation in its field, and is positioned well to continue bringing next-level products to its customers.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 4 rounds)
May 2020
$36m
SERIES B
Mar 2018
$10m
SERIES A
Total funding: $48.9m
Company benefits
- Work from Home & Hyrbid: Most roles are fully remote, with a home office and WiFi stipend. Some positions are based in our Los Angeles HQ for in-person collaboration.
- Stock Options: We want our full-time employees to share in ownership and success of the company. Team members will receive Incentive Stock Options that can be purchased as soon as they are vested.
- Medical, Mental, Dental & Vision: We are committed to providing a comprehensive benefits program that helps our employees and their families stay healthy and maintain a positive work/life balance.
- 401k Plan: The future looks bright! We are happy to offer our employees the retirement benefits to build the future they want.
- Flexible Time Off: Our flexible PTO policy allows you to take the time you want and need to feel recharged and refreshed.
- Paid Parental Leave: UpKeep strives to support all of our employees. For those expanding their families, we offer a paid parental leave program to enable you to care for and bond with a newborn, newly adopted, or newly placed child.
- Los Angeles HQ: Our fully stocked HQ in the heart of Westwood village allows our teams to connect in person.
- Connected Culture: From virtual team events to in-person meetups, we keep our distributed team connected and engaged.
Company HQ
Westwood, Los Angeles, CA
Leadership
Ryan Chan
(Founder & CEO)Having studied at UCB, they worked as a Developer and Engineer for 3 years, before founding UpKeep as CEO in April 2016. They have been CEO since, alongside angel investing.
Justin Bates
(CFO)Prior to joining UpKeep in 2025, Justin spent nearly 5 years at Greenlight Guru as a Director of Finance, VP of FP&A and EVP of Finance. Before that, he spent nearly 7 years at SmarterHQ as a Controller and Director of Fiannce & Accounting.
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