Sr. System Administrator I

For over 20 years, Smartsheet has helped people and teams achieve–well, anything. From seamless work management to smart, scalable solutions, we’ve always worked with flow. We’re building tools that empower teams to automate the manual, uncover insights, and scale smarter. But more than that, we’re creating space– space to think big, take action, and unlock the kind of work that truly matters. Because when challenge meets purpose, and passion turns into progress, that’s magic at work, and it’s what we show up for everyday.

Smartsheet is looking for an experienced Systems Administrator with a solid technical background combined with excellent customer service skills. You will administer multiple SaaS and on-prem technologies delivering reliable, scalable systems and achieving operational excellence. 

In 2005, Smartsheet was founded on the idea that teams and millions of people worldwide deserve a better way to deliver their very best work. Today, we deliver a leading cloud-based platform for work execution, empowering organizations to plan, capture, track, automate, and report on work at scale, resulting in more efficient processes and better business outcomes. Trust is one of our core values, and as an organization, we execute that core value by maintaining and innovating on systems, processes, and programs that secure our customers’ data. 

This position reports to the Sr. Director, Identity & Systems Engineering, and can be based remotely within Costa Rica or in Smartsheet’s corporate offices in San José.

You Will:

• Administration, maintenance, and support of several SaaS platforms 
• Administration, maintenance, and support of Service Desk ITSM solution 
• Support the existing SaaS products as its user base and functionality grows 
• Provide escalated systems support for Service Desk, problem resolution, and mentoring across the Corporate IT team 
• Develop scripts and tools for automations of routine tasks
• Conduct in-depth technical investigations to determine cause
• Monitor system usage to ensure capacity is meeting growth requirements 
• Collaborate on new IT programs to improve performance 
• Create knowledge base content and review existing documentation for areas of improvement 
• Perform additional duties as assigned 

You Have:

• 2+ years of work experience in a production Windows and Linux environment working as a systems administrator 
• Excellent customer service skills and passion to learn and understand technology 
• Ability to plan, organize, schedule and implement multiple projects simultaneously 
• Experience with OKTA
• Hands-on experience with OKTA Workflows
• Familiarity with SOX or other compliance (HIPAA or PCI) 
• Experience with PowerShell and other scripting languages 
• Familiarity with internet protocols, network firewalls, routing, switching, and VPN 
• Knowledge of ITIL\ITSM concepts and frameworks
• Experience with FreshService ITSM
• Can work an occasional evening, holiday, or weekend. Participate in an on-call rotation

Get To Know Us:

At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You’ll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths—because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you’re doing work that stretches you, excites you, and connects you to something bigger, that’s magic at work. Let’s build what’s next, together.

Equal Opportunity Employer:

Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, and India. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information. 

If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.

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