Director, Supportability and Self-Service (Remote Eligible)

Smarsheet is looking for an experienced leader to provide vision and direction to our product supportability and support self-service programs. As the Director of Supportability and Self-Service you will be chartered with ensuring release readiness and developing scalable solutions that reduce Smartsheet's overall cost to serve. You will have enormous potential to improve customer-facing experiences and product team roadmaps. Your team's output will equip customers and support specialists alike with resources that help them to both self-serve and feel well served.

In this role you have an opportunity to build—you'll start from a solid foundation of existing internal and customer-facing self-service channels and you'll be empowered to expand on them. You'll guide a small team of Program Managers tasked with promoting release readiness, supportability, and customer experience. As Smartsheet looks to grow its business internationally, you'll have the chance to extend the work of your team to ensure that it's suitable for use in other global markets. The best part: you'll have at your disposal an accomplished and motivated team ready to help you implement your vision. Main focus areas in this role include content and delivery channels that help with incident reduction through self-service (Help, eLearning, Community), chatbot, support portal development, and internal knowledge and content management.

This is a new position at Smartsheet and people at all levels will look to you to help provide a clear path forward for processes and solutions that create impactful change. Aligning with industry best practices that are grounded in known methodologies and data will be important, but there's also room for experimentation and innovation.

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.

You will report to our Vice President of Technical Support and Operations.

You Will:

  • Help create the vision and lead programs focusing on proactive and predictive solutions (auto-healing, deflection, self-service automation), and reactive measures (bug fixes)
  • Construct evidence-based business cases to influence required engineering changes
  • Ensure that the Support organization is ready to support Smartsheet customers at each release
  • Lead continuous improvement in our Customer Support self service experience (Community, Self service portal, Chat, Chatbot to name a few)
  • Lead your team in identifying opportunity gaps for supportability and self-service; then, work with your team and collaborate with partners to fill the gaps
  • Lead and grow a small team of high performing individuals to help reduce the cost of supporting Smartsheet customers (think "Tier 0")
  • Foster an environment of collaborative work and empower your team to achieve measurable results

You Have:

  • Minimum of 10 years experience that includes:
    • 8+ years of experience as a people manager
    • 7+ years technical support-related call center experience or equivalent
  • A strong understanding of key performance indicators (KPIs) for a Support organization and for self-service success
  • A working knowledge of technologies used for customer self-service and education (help centers, support portals, chatbot, Community, and eLearning/LMS)
  • Experience leading teams in the development of global solutions, and a working knowledge of localization tools and best practices
  • Foundational knowledge of content and knowledge management methodologies such as Knowledge Centered Service (KCS)
  • Direct, hands-on experience creating strategy and launching customer self service solutions like Customer Portal, Community, Chat, and Chatbot
  • Experience creating programs to identify and mitigate top support issues that inflate case volume and impact customer experience
  • Experience defining and running global support readiness programs aligned with product releases and GTM launch plans
  • Expertise using customer data to drive change (in products, processes, and services)

Perks & Benefits:

  • HSA, 100% employer-paid premiums, or Buy-up medical/vision and dental coverage options for full-time employees
  • Equity - Restricted Stock Units (RSUs) 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
  • Flexible Time Away Program, plus Incidental 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!

#BI-Remote

#LI-Remote

Back to blog

Other Jobs To Apply

Senior Games Tester

Entry Sales to Management (Virtual)

Center Manager

Sr. Process Engineer, Amazon Air

Fulfillment Workplace Health and Safety Specialist Intern 2026 - AZ, CA, CO, NM, NV, OH, OK, TX, UT, WA

Overnight Security Dispatcher (Remote - Texas Only) | Special Events & Account Support

Contract Interior Design - In-Person at Havenly: 100% Remote (NY, IL)

Warehouse Package Handler

Delivery Station Customer Service Associate, DSL

Director, Corporate Development & Special Projects

Sr. Mgr, EAP, EAP

Prime Air Ground Handler, Amazon Prime Air

Principal Business Development Lead , Amazon Shipping

Retail Lead Associate (Reduced-Time), Customer Experience Operations

amazon warehouse associate $15+/ Hour (Sign on Bonus)!

Maintenance

Costco Wholesale Careers in Maize, KS

Dispatch Operations Specialist, Remote Gate Management (RGM)

flex driver

RN- Telephone triage

Shipping and Receiving

Remote Technical Support Specialist

Remote Career Starter Role (Entry-Level | Training Provided | WFH) Start ASAP

Online Evening Shift Positions | $25–$35/Hour Digital Chat Customer Service – Work Overnight Any Location

Data Center Controls Tech, Lubbock, Texas

Full-Time Center Associate

Walmart Customer Service Representative (Remote)

Aetna/CVS Health Virtual Underwriting Externship Program - Intro to Insurance & Underwriting

IT Support Associate II

Area Manager II

Sr. Threat Hunting Intelligence Analyst (Remote, East/Central)

Delivery Driver for Amazon Delivery Service Partner

flex driver

Entry-Level Proofreader (Remote - English Content)

Senior Site EHS Manager

Area Manager II

Amazon Delivery Driver

Amazon Delivery Driver Philadelphia

flex driver

Prime Air Ground Handler, Amazon Prime Air

Amazon Warehouse Equipment Operator

Server - Full-time / Part-time

REMOTE CALL CENTER REPRESENTATIVE – WORK FROM HOME

Join Our Team of Remote Customer Service Pros - Earn 19 Per Hour

HIRING NOW - Amazon Delivery Driver - DSP

amazon warehouse associate $15+/ Hour (Sign on Bonus)!

Remote Chat Support Agent

Category Manager, Packaging, Global Procurement Operations (GPO)

Remote Customer Service Specialist

Freight Conductor - Toledo/Walbridge, OH

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...