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Customer Enablement Specialist (Remote Eligible)

July 11, 2026

Energized by helping customers. Love to solve challenging problems while providing outstanding service to our customers? There’s never been a better time to join Smartsheet to do all of this... and more! Smartsheet is looking for a Customer Enablement Specialist to join the Global Customer Support Organization. This position requires a highly motivated individual who thrives on helping coach and guide customers as well as solving challenging Smartsheet customer problems. Pro Desk is a Smartsheet service that provides customers a targeted coaching session, designed to accelerate the customer onboarding time, recommend features to use, and provide best practices. Through our focused approach customers will be coached on implementing features to better help them understand a specific area of the product or help them move their Smartsheet capabilities forward.

You Will:

Deliver targeted coaching sessions to accelerate customer onboarding time, recommend features to use and provide best practices.
Enable Customers to get the most out of the application and train them on new capabilities or existing features to help them become increasingly self-sufficient.
Coach customers on the majority of our products. This includes but is not limited to premium apps and control center.
Promote and educate customers on the resources (center of excellence) and wider customer communities available to the customer.
Identify opportunities for improvement to the Smartsheet application, the various apps and integrations.
Develop and maintain deep knowledge of Smartsheet products.
Provide technical support/guidance to Tier 1 support team
Thoroughly understand how to best solve technical issues and be able to translate them into repeatable solutions..
Help build and maintain technical and process documentation for internal and external customers.
Perform other duties as assigned.

You Have:

2+ years technical support experience in a SaaS environment.
Ability to work independently or collaboratively in a fast-paced environment.
Ability to explain complex subject matter to different skill levels..
A firm grasp of and comfort using cloud applications.
Desire and aptitude to quickly ramp up on new technologies, languages, and frameworks.
Confidence and strong interest in problem-solving.
Excellent interpersonal and communication (written & verbal) skills, both internally and customer-facing.
Experience working with ticketing / CRM tools, Salesforce/Service Cloud a plus.
Willingness to engage in complex matters.
Comfortable working in ambiguous situations.
Ability to efficiently prioritize tasks while keeping both customer impact and business needs in mind.
Ability to accurately and empathetically recognize and respond accordingly to how any single issue is affecting a customer(s).

Nice to Have:

Experience documenting processes
General understanding of RESTful APIs and ability to understand, evaluate and discuss technical integration scenarios and architectural concepts
General understanding with HTML, CSS, and one or more programming languages (Javascript, Python, Ruby, Java, C#, etc..)

Perks & Benefits:

100% employer-paid medical, dental, and vision coverage for full-time employees
Equity - Restricted Stock Units (RSUs) Equity with all offers
Lucrative Employee Stock Purchase Program (15% discount)
401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay)
Monthly stipend to support your work and productivity
15 days PTO to start, plus Flexible Sick Leave
Up to 24 weeks of Parental Leave
Personal paid Volunteer Day to support our community
Opportunities for professional growth and development including access to LinkedIn Learning online courses
Company Funded Perks, including a counseling membership, primary care membership, local retail discounts, and your own personal Smartsheet account
Teleworking options from any registered location in the U.S. (role specific)

Equal Opportunity Employer:

Smartsheet is an Equal Opportunity Employer committed to fostering an inclusive environment with the best employees. We provide employment opportunities without regard to any legally protected status in accordance with applicable laws in the US, UK, and Australia. If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.

At Smartsheet, we strive to build an inclusive environment that encourages, supports, and celebrates the diverse voices of our team members who also represent the diverse needs of our customers. We're looking for people who are driven, authentic, supportive, effective, and honest. You're encouraged to apply even if your experience doesn't precisely match our job description—if your career path has been nontraditional, that will set you apart. At Smartsheet, we welcome diverse perspectives and people who aren't afraid to be innovative—join us!

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...