20 Questions

Questions to Ask Employees About Flexible Working

Strategic questions to ask employees about flexible working arrangements, helping you understand their needs and create effective work-from-home policies.

1

What would flexible working arrangements mean to you?

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Why this works

Reveals their personal definition while providing insight into their expectations and needs for flexible work arrangements.

2

What are the main challenges you currently face with your work schedule?

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Why this works

Shows their current pain points while revealing specific issues that flexible working could address.

3

How would flexible working improve your work-life balance?

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Why this works

Reveals their personal needs while providing insight into how flexibility would benefit their overall well-being.

4

What type of flexible working arrangement would work best for you?

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Why this works

Shows their preferences while revealing whether they prefer remote work, flexible hours, or hybrid arrangements.

5

How do you think flexible working would impact your productivity?

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Why this works

Reveals their perspective on productivity while providing insight into their understanding of how flexibility affects work output.

6

What concerns do you have about flexible working arrangements?

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Why this works

Shows their hesitations while revealing potential challenges or obstacles that need to be addressed.

7

How would you communicate and collaborate with your team under flexible working?

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Why this works

Reveals their collaboration approach while providing insight into how they would maintain team connection in flexible arrangements.

8

What tools or resources would you need to work effectively from home?

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Why this works

Shows their practical needs while revealing specific resources required for successful remote work.

9

How would you manage your time and priorities with flexible working?

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Why this works

Reveals their time management skills while providing insight into their approach to self-directed work.

10

What boundaries would you set between work and personal time?

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Why this works

Shows their work-life integration approach while revealing their understanding of maintaining healthy boundaries.

11

How would flexible working impact your career development?

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Why this works

Reveals their career concerns while providing insight into how they view the relationship between flexibility and advancement.

12

What would help you stay connected to the company culture with flexible working?

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Why this works

Shows their culture needs while revealing what they consider important for maintaining organizational connection.

13

How would you handle situations that require in-person collaboration?

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Why this works

Reveals their flexibility while providing insight into their willingness to come into the office when needed.

14

What metrics would you use to measure your success with flexible working?

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Why this works

Shows their accountability approach while revealing how they would track their own performance.

15

How would flexible working affect your relationships with colleagues?

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Why this works

Reveals their social needs while providing insight into their concerns about maintaining workplace relationships.

16

What would make flexible working successful for you and the team?

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Why this works

Shows their team perspective while revealing their understanding of what makes flexible arrangements work effectively.

17

How would you prefer to communicate with managers and colleagues?

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Why this works

Reveals their communication preferences while providing insight into their preferred communication methods and frequency.

18

What challenges do you anticipate with flexible working and how would you overcome them?

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Why this works

Shows their problem-solving skills while revealing their preparedness for potential obstacles.

19

How would you ensure you remain visible and engaged with flexible working?

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Why this works

Reveals their engagement approach while providing insight into how they would maintain presence and participation.

20

What support would you need from management to make flexible working successful?

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Why this works

Shows their support needs while revealing what they expect from leadership to enable successful flexible work.

Best Practices for Flexible Working Discussions

Expert tips and techniques for getting the most out of these questions.

Best Practices

Create a Safe Environment for Honest Feedback

Ensure employees feel comfortable sharing their needs and concerns without fear of negative consequences.

Focus on Individual Needs and Preferences

Recognize that flexible working means different things to different people and tailor arrangements accordingly.

Discuss Both Benefits and Challenges

Have balanced conversations that address both the advantages and potential difficulties of flexible working.

Question Sequences

The Needs Assessment

1
What would flexible working arrangements mean to you?
2
What are the main challenges you currently face with your work schedule?
3
How would flexible working improve your work-life balance?
4
What type of flexible working arrangement would work best for you?

The Implementation Focus

1
How would you communicate and collaborate with your team under flexible working?
2
What tools or resources would you need to work effectively from home?
3
How would you manage your time and priorities with flexible working?
4
What support would you need from management to make flexible working successful?

Common Pitfalls

Don't Assume One Size Fits All

Recognize that different employees have different needs and preferences for flexible working arrangements.

Avoid Focusing Only on the Positives

Discuss potential challenges and concerns openly to create realistic expectations and address obstacles proactively.

Don't Skip the Practical Details

Ask about specific tools, resources, and support needed to make flexible working arrangements successful.

Conversation Templates

The Needs Explorer

1
Step 1: Start with: "What would flexible working arrangements mean to you?"
2
Step 2: Follow with: "What are the main challenges you currently face with your work schedule?"
3
Step 3: Explore with: "How would flexible working improve your work-life balance?"

The Implementation Focus

1
Step 1: Begin with: "How would you communicate and collaborate with your team under flexible working?"
2
Step 2: Probe with: "What tools or resources would you need to work effectively from home?"
3
Step 3: Clarify with: "What support would you need from management to make flexible working successful?"

Further Reading

"Remote: Office Not Required" by Jason Fried and David Heinemeier Hansson
"The Year Without Pants" by Scott Berkun
"Work Rules!" by Laszlo Bock

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