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Well-being & Workload

Remote Work Check-In

A remote work check-in is a conversation with an employee who works from home or in a hybrid arrangement. It covers how the setup works in practice: equipment, communication, visibility, isolation and the boundary between work and home. These questions help you spot what is invisible from a distance and adjust the way you manage and support the person.

17 questions

When to use this template

  • A few weeks after someone starts working remotely or moves to a hybrid schedule.
  • When you sense a drop in communication, visibility or connection with the team.
  • Regularly with remote team members, as a complement to task-focused one-to-ones.

Questions to ask

Working setup

  1. 01How is working from home going for you overall?
  2. 02Do you have the equipment, connection and space you need to work well?
  3. 03What would improve your setup?

Communication and collaboration

  1. 04How easy is it to reach colleagues when you need them?
  2. 05Which tools or meetings work well, and which ones do not?
  3. 06Do you get the information you need as quickly as people in the office?
  4. 07Is there anything you find harder to do remotely than in person?

Connection and visibility

  1. 08How connected do you feel to your team?
  2. 09Do you feel your work is visible and recognised?
  3. 10How do you feel about the time you spend in the office, if any?
  4. 11What would help you feel more part of the team?

Balance and boundaries

  1. 12How do you manage the boundary between work and the rest of your day?
  2. 13Do you find it easy to disconnect in the evening?
  3. 14Are you able to take breaks and move during the day?

Ways to improve

  1. 15What should we do more of, or less of, to work well as a distributed team?
  2. 16What would you like from me to feel supported?
  3. 17How often would you like us to check in?

Tips for a useful conversation

  • Ask about practical things first, such as equipment, connection and workspace, before moving to feelings.
  • Focus on results and agreed availability rather than on being online all the time.
  • Check how the person experiences meetings and chat: remote employees often feel excluded without saying so.
  • Treat isolation as a team design issue: plan time for informal contact and not only for tasks.
  • Check the practical and legal rules that apply in your country and company for remote work, such as equipment and working time.

Mistakes to avoid

  • Monitoring activity or connection time instead of discussing outcomes and support.
  • Assuming that no news means that everything is fine.
  • Giving the office-based colleagues more visibility and information than the remote ones.
  • Expecting people to be available at all hours because they are at home.

Let Passisto People hold these conversations

The AI agent holds structured voice conversations with your employees and gives managers a clear report. People decide what happens next.

Remote Work Check-In: Questions and Free Template | Passisto