68 Questions to Ask Before Accepting a Remote Job

With the COVID -19 pandemic still raging around the world, more and more companies are offering their employees the opportunity to work remotely permanently. This offers a level of flexibility and freedom that can be difficult to find in traditional work environments.

If you’re considering accepting a remote job, there are some important questions you should ask first. Doing so will help you ensure that the job is a good fit for you and that you’re set up for success.

48 Questions to ask an employer before you decide to work remotely:

  1. What are the company’s policies on remote work?
  2. What kind of support is available for remote workers?
  3. How often do the company’s employees interact with each other and how easy is it to stay connected?
  4. What’s the company culture like?
  5. What are the expectations for communication?
  6. How often (and in what format) are progress reports required?
  7. What tools will I need to do my job effectively?
  8. How much independence will I have?
  9. When is the best time to reach out to people in different time zones?
  10. What are the company’s policies on vacation and sick days?
  11. What are the expectations for work hours?
  12. Will I have opportunities for professional development?
  13. What’s the company’s policy on funding expenses related to my work?
  14. Can I work from anywhere, or are there certain places I need to be to do my job effectively?
  15. Is the company willing to accommodate special requests related to my circumstances (e.g., care for young children or elderly relatives )?
  16. Will I have the option to work from home full-time, or only occasionally?
  17. If I work from home, do I need to be available during normal business hours?
  18. Will I be expected to check in regularly via video chat or phone call?
  19. How often and for how long will I need to be in the office?
  20. What kind of equipment will I need to provide myself?
  21. How often will I receive performance feedback?
  22. Who will my direct supervisor be, and how often will I communicate with them?
  23. Will I be expected to participate in team-building activities such as happy hours or off-site retreats? If so, how often?
  24. How is the company culture different for remote workers?
  25. How is overtime compensated for remote workers?
  26. What happens if I need to take extended time off (e.g., for childbirth or caregiving)?
  27. What are the company’s expectations for hours worked?
  28. Will I be provided with any training to help me adjust to working remotely?
  29. How often do team members meet in person (if at all)?
  30. What are the company’s policies regarding sick days/mental health days?
  31. What kind of health insurance/benefits are offered to remote workers?
  32. How does the company handle work-life balance issues?
  33. What are the expectations for responsiveness outside of normal working hours?
  34. How flexible is the company when it comes to schedule changes?
  35. How much isolation can I expect as a remote worker?
  36. Will I feel like I’m part of the team even if I’m not in the office every day?
  37. How does the company handle conflicts between employees who are not in the same location?
  38. What is the company’s policy on working remotely during inclement weather or other emergencies?
  39. Is there any expectation for travel?
  40. How is pay structured for remote workers?
  41. What are the company’s expectations regarding dress code and appearance when working remotely?
  42. What is the company’s policy on social media use while working remotely?
  43. What is the company’s overtime policy for remote workers?
  44. How often will you be required to travel to work-related meetings or events?
  45. Is there someone I can contact with questions or concerns about working remotely?
  46. How has the company handled remote work in the past?
  47. Does the company plan to change its remote work policies in the future?
  48. Is there anything else I should know about working remotely for this company?

20 Questions you should ask yourself before accepting a remote job:

  1. Can I handle working independently?
  2. Do I have a dedicated workspace at my home?
  3. Do I have reliable Internet access?
  4. How will I stay motivated without an office environment?
  5. What hours will I work?
  6. How will I manage distractions at home?
  7. Will I be available during traditional work hours?
  8. Do I have the self-discipline to stay focused while working from home?
  9. Will I be able to develop and maintain a daily routine?
  10. How will I stay in touch with my team?
  11. Am I comfortable with using video conferencing platforms (e.g. Zoom, Google Hangouts, Skype) for work meetings?
  12. Will I be able to take breaks throughout the day?
  13. Do I have the self-motivation to stay on task without someone looking over my shoulder?
  14. Is there someone at home who can provide emotional support when I need it?
  15. What is my reason for wanting to work remotely?
  16. How will working remotely affect my mental health?
  17. What are the long-term goals of the company?
  18. Can I commit to working the hours that my company expects me to work?
  19. Are there additional costs associated with working remotely (e.g., cell phone, internet)?
  20. How will working remotely impact my personal relationships?

Frequently Asked Questions

How do you prepare for the first day of remote work?

Make sure you have all the necessary tools and resources you need to be productive. This includes things like reliable internet access, a comfortable workspace, and any special software or hardware you’ll need for your work.

In addition to having the right tools, it’s also important to make sure you have a plan for staying organized and focused during your remote work. This may involve setting specific goals for yourself each day, breaking larger tasks into smaller steps, and avoiding distractions like social media and email notifications.

With these tips in mind, you can feel confident going into your first day of remote work and set yourself up for success in this new and exciting chapter in your career.

Why is remote work better?

Perhaps the most obvious benefit is the flexibility and freedom it offers. Remote workers aren’t tied to a rigid schedule or fixed location and can manage their own time and work from wherever they choose.

In addition, remote working fosters greater levels of collaboration and communication between team members because they don’t have to be physically present to work together effectively. This can lead to more creative and innovative ideas, as well as increased productivity and efficiency.

With all of these benefits, it’s clear that remote work is a great option for many professionals. Whether you’re looking for more flexibility, enhanced collaboration, or just want the freedom to work from anywhere in the world, remote work has something to offer everyone.

What are some disadvantages for remote workers?

One major disadvantage of remote work is the lack of face-to-face interaction with colleagues and clients. This can make it difficult to build relationships and establish trust, which is essential for effective collaboration and project management. 

In addition, remote workers may feel disconnected from the rest of their team, which can impact their motivation and productivity. Finally, remote workers may struggle with time management and work-life balance because they have more control over where, when, and how they work. 

Despite these drawbacks, there are many benefits to working remotely, including greater flexibility and autonomy in the workplace. For many professionals looking for more flexibility in their careers, telecommuting can therefore be a good option.


Working remotely can offer many benefits, but it’s important to make sure you understand all of the potential challenges and questions before accepting an offer to work remotely.

By asking your prospective employer these questions, you can get a better picture of what it would be like to work for them remotely and make an informed decision about whether or not the job is right for you.

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