20 Questions

Questions to Ask an Unhappy Employee

Essential questions to ask an unhappy employee that help you understand their concerns, identify root causes, and work together to improve their job satisfaction and performance.

1

What's been on your mind lately regarding work, and how are you feeling about your role?

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Why this works

Opens the conversation in a non-confrontational way that allows the employee to share their feelings and concerns without feeling defensive or attacked.

2

What aspects of your job are you finding most challenging or frustrating right now?

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Why this works

Helps identify specific pain points and challenges that are contributing to their unhappiness, allowing you to address concrete issues rather than vague concerns.

3

How do you feel about your workload and the expectations placed on you?

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Why this works

Reveals whether the employee is overwhelmed, underutilized, or has unrealistic expectations, helping you understand if workload management is a contributing factor.

4

What would you change about your current role if you could?

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Why this works

Gives the employee a chance to express their ideal vision and helps you understand what they value most in their work environment and responsibilities.

5

How do you feel about the team dynamics and your relationships with colleagues?

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Why this works

Identifies potential interpersonal issues or team conflicts that may be contributing to their unhappiness and affecting their overall job satisfaction.

6

What kind of support or resources do you feel you need to be more successful in your role?

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Why this works

Reveals gaps in support, training, or resources that may be hindering their performance and contributing to their dissatisfaction.

7

How do you feel about your career growth and development opportunities here?

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Why this works

Identifies whether the employee feels stagnant or lacks growth opportunities, which is often a major factor in job dissatisfaction and turnover.

8

What motivates you most in your work, and do you feel you're getting enough of that?

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Why this works

Helps understand what drives the employee and whether their current role aligns with their intrinsic motivations and values.

9

How do you feel about the feedback and recognition you receive for your work?

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Why this works

Reveals whether the employee feels valued and appreciated, as lack of recognition is a common cause of job dissatisfaction.

10

What concerns do you have about the company or your department's direction?

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Why this works

Identifies broader concerns about company culture, leadership, or strategic direction that may be affecting their job satisfaction.

11

How do you feel about your work-life balance, and is there anything we can do to improve it?

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Why this works

Addresses work-life balance concerns that may be contributing to their unhappiness and shows that you care about their overall wellbeing.

12

What would make you feel more engaged and satisfied in your role?

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Why this works

Gives the employee a chance to express their needs and desires, helping you understand what changes could improve their job satisfaction.

13

How do you feel about the communication and transparency in our team?

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Why this works

Identifies potential communication issues that may be contributing to their unhappiness and helps you understand their information needs.

14

What obstacles do you feel are preventing you from doing your best work?

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Why this works

Reveals specific barriers or challenges that may be hindering their performance and contributing to their frustration.

15

How do you feel about the decision-making process and your involvement in it?

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Why this works

Identifies whether the employee feels excluded from important decisions or processes, which can lead to feelings of disengagement and unhappiness.

16

What would you like to see change in our team or department?

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Why this works

Gives the employee a chance to suggest improvements and helps you understand their vision for a better work environment.

17

How do you feel about your relationship with your manager and the support you receive?

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Why this works

Reveals potential issues with management support or relationship dynamics that may be contributing to their unhappiness.

18

What are your biggest concerns about staying with the company long-term?

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Why this works

Identifies potential retention issues and helps you understand what might cause them to leave, allowing you to address these concerns proactively.

19

What would need to happen for you to feel more positive about your role and the company?

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Why this works

Gives the employee a chance to outline specific changes or improvements that would address their concerns and improve their job satisfaction.

20

How can I best support you moving forward, and what do you need from me?

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Why this works

Shows your commitment to helping them succeed and gives them a chance to specify what support they need to improve their situation.

How to Address Employee Unhappiness: Essential Questions and Strategies

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

Best Practices

Create a Safe Environment

Ensure the conversation takes place in a private, comfortable setting where the employee feels safe to share their concerns without fear of retaliation or judgment.

Listen Actively

Give the employee your full attention, ask follow-up questions, and show that you genuinely care about their concerns and are committed to finding solutions.

Focus on Solutions

Work together to identify actionable solutions rather than just discussing problems. Focus on what can be changed and improved to address their concerns.

Follow Up Regularly

Schedule regular check-ins to monitor progress and ensure that the changes you've implemented are having a positive impact on their job satisfaction.

Question Sequences

The Understanding Sequence

1
Start with: 'What's been on your mind lately regarding work, and how are you feeling about your role?'
2
Follow with: 'What aspects of your job are you finding most challenging or frustrating right now?'
3
Deepen with: 'What would you change about your current role if you could?'

The Solution-Focused Sequence

1
Begin with: 'What kind of support or resources do you feel you need to be more successful in your role?'
2
Explore with: 'What would make you feel more engaged and satisfied in your role?'
3
Connect with: 'What would need to happen for you to feel more positive about your role and the company?'

Common Pitfalls

Don't Get Defensive

Avoid becoming defensive or dismissive of their concerns. Listen with an open mind and focus on understanding their perspective rather than defending the status quo.

Avoid Making Promises You Can't Keep

Don't promise changes that you can't deliver. Be honest about what's possible and focus on realistic solutions that you can actually implement.

Don't Ignore the Issues

Avoid brushing off their concerns or minimizing their feelings. Take their unhappiness seriously and work together to address the root causes.

Avoid One-Size-Fits-All Solutions

Don't assume that what works for other employees will work for this person. Tailor your approach to their specific needs and concerns.

Conversation Templates

The Empathetic Approach

1
Step 1: Start with open-ended questions about their feelings
2
Step 2: Explore specific challenges and frustrations
3
Step 3: Identify what they need to be successful
4
Step 4: Work together to develop solutions
5
Step 5: End with a clear action plan and follow-up schedule

The Problem-Solving Method

1
Step 1: Begin with understanding their concerns
2
Step 2: Explore the root causes of their unhappiness
3
Step 3: Identify specific changes that could help
4
Step 4: Discuss what's possible and what's not
5
Step 5: Create a plan for improvement and monitor progress

Further Reading

"The Employee Experience" by Tracy Maylett
"First, Break All the Rules" by Marcus Buckingham
Employee Engagement and Retention Strategies
Workplace Communication and Conflict Resolution

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