The Best Interview Questions for Virtual Jobs


This is a guest post by Kevin Sheridan. Author of “Building a Magnetic Culture,” he has helped many corporations establish culture that promotes better processes and productivity. This was originally posted on his blog. We're excited to share his expert insight with you.

The Best Interview Questions for Virtual Jobs

Finding good employees can be difficult. The challenge becomes even greater when hiring for a virtual role. When you don’t see employees every day, you have to trust they are working hard even though they’re unsupervised.

As promised in my last blog, I’d like to share some of the best interview questions to help you effectively vet through the sea of job candidates and hire people with the greatest propensity to thrive and succeed in remote positions. More specifically, the best interview questions that relate to the Four Characteristics for the Best Virtual Workers, as described in my last blog.


  • What experience, if any, do you have working on a virtual team?
  • Please tell me about your work from home environment. (For example, are you the only person home during the day?  Do you have a home office?)
  • Describe what characteristics you have that make you a perfect candidate to work remotely.
  • What concerns or challenges did you face while working remotely and how did you overcome them?

Self-Starters & Self Motivators

  • What motivates you to work hard?
  • How often do you expect to have a live interaction with your boss in this role?
  • Give me an example of a time when you created a business outcome from the start and took it to the finish line?
  • How long do you want to be in this remote position and what are your expectations for where your job will be a year from now? What are your expectations for job promotions and salary increases and where do you want to be in five years?
  • When you do great work, how do you like your work recognized?


  • How do you keep yourself on track to meet or exceed your goals? Please provide a couple of examples.
  • How do you track projects to ensure they are not only completed but completed on time?
  • How comfortable are you with troubleshooting connectivity or technology issues? Can you give me an example of resolving such an issue on your own?
  • Please tell me about the single greatest mistake you have made in your job in the last three years.
  • If you were hiring someone for this job, what would you look for?


  • Please give me an example of when you needed additional resources to complete a task, and how you went about obtaining those resources.
  • What expectations do you have as it relates to your use of technology for succeeding as a remote worker? In that vein, what technology do you see as absolutely essential in this role?
  • What are your preferred communication mediums when working remotely?
  • Do you have experience using video conferencing such as Skype or Google Hangouts?
  • What has caused you to feel stressed at work in the past and what have you done to handle it?
  • Please give me an example of a time when you successfully worked on your own under pressure.

The next time you interview job candidates for a virtual role, try using some of these questions to better gauge how effective and engaged they are likely to be when working remotely. You may even come to have a few favorite questions that seem to work especially well for you. My favorite has always been asking candidates about their greatest mistake because it allows you to assess their accountability. Depending on your company culture, at least a few of these questions are likely to align with your hiring goals.

About the Author

Kevin SheridanKevin Sheridan has spent thirty years as a high-level Human Capital Management consultant and Keynote Speaker. He has helped some of the world’s largest corporations break down detrimental processes and rebuild a culture that fosters productive engagement, earning him several distinctive awards and honors in the process. Kevin’s premier creation, PEER®, is consistently recognized as a long overdue, industry-changing innovation in the field of Employee Engagement, and his most recent book, “Building a Magnetic Culture,” made the New York Times, Wall Street Journal, and USA Today best-seller lists.

To get in touch with Kevin, you can email him at or check out his website at You can also reach him via Twitter and LinkedIn.

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About Bolton Remote

Bolton Remote helps businesses grow with dedicated remote teams. To find out more about remote staffing, visit