20 Questions

Questions to Ask a New Coach

Essential questions to ask when hiring a new coach to ensure they're the right fit for your goals, learning style, and personal development needs.

1

What is your coaching philosophy and approach, and how does it align with my goals?

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Why this works

Reveals their fundamental approach to coaching and helps you understand if their methodology matches your learning style and objectives.

2

What experience do you have working with clients who have similar challenges or goals to mine?

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Why this works

Tests their relevant experience and helps you understand if they've successfully worked with people in similar situations.

3

How do you structure coaching sessions, and what can I expect from our work together?

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Why this works

Provides clarity on the coaching process and helps you understand what the coaching relationship will look like practically.

4

What is your availability, and how often would we meet or communicate?

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Why this works

Ensures their schedule aligns with your needs and helps you understand the frequency and format of your interactions.

5

What are your fees, and what does the coaching package include?

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Why this works

Provides cost transparency and helps you understand what's included in the coaching investment.

6

How do you measure progress and success, and how will we track my development?

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Why this works

Reveals their approach to accountability and helps you understand how you'll know if the coaching is working.

7

What happens if I'm not making progress or if the coaching relationship isn't working?

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Why this works

Shows their commitment to your success and helps you understand your options if the relationship doesn't work out.

8

Do you provide any resources, tools, or materials to support my development between sessions?

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Why this works

Reveals the full scope of their coaching support and helps you understand what additional resources you'll have access to.

9

How do you handle confidentiality, and what are your boundaries around sharing information?

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Why this works

Ensures you understand privacy expectations and helps you feel safe sharing personal information during coaching.

10

What qualifications or certifications do you have, and how do you stay current with coaching best practices?

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Why this works

Tests their professional credentials and commitment to ongoing development in their field.

11

Can you provide references from clients who have worked with you on similar goals?

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Why this works

Allows you to verify their track record and get firsthand accounts of their coaching effectiveness.

12

How do you handle situations where I might be resistant to change or struggling with implementation?

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Why this works

Reveals their approach to challenging situations and shows how they support clients through difficult periods.

13

What is your policy on communication between sessions, and how quickly do you typically respond?

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Why this works

Sets expectations for ongoing support and helps you understand the level of access you'll have to your coach.

14

How do you customize your approach for different personality types or learning styles?

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Why this works

Shows their ability to adapt their coaching style and ensures they can work effectively with your specific needs.

15

What happens if I need to pause or end our coaching relationship early?

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Why this works

Provides clarity on your options and helps you understand the terms of the coaching agreement.

16

How do you help clients maintain momentum and stay accountable to their goals?

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Why this works

Reveals their approach to accountability and helps you understand how they'll support your ongoing progress.

17

What additional support or resources do you recommend to complement our coaching work?

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Why this works

Shows their holistic approach and helps you understand what other tools or resources might support your development.

18

How do you handle situations where you might not be the right coach for a particular client?

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Why this works

Tests their professional integrity and shows their commitment to client success over their own business interests.

19

What is your approach to goal-setting, and how do you help clients create realistic and achievable objectives?

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Why this works

Reveals their methodology for helping clients set and achieve meaningful goals that drive real progress.

20

How do you celebrate successes and handle setbacks with clients?

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Why this works

Shows their approach to both positive and challenging situations and helps you understand how they'll support you through ups and downs.

Mastering Coach Selection Conversations

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

Best Practices

Assess Alignment with Your Goals

Ensure their coaching philosophy and approach align with your specific goals and learning style.

Verify Experience and Credentials

Check their qualifications, experience with similar clients, and commitment to ongoing professional development.

Understand the Full Investment

Get clear on costs, session structure, communication expectations, and what's included in the coaching package.

Question Sequences

The Philosophy Assessment

1
What is your coaching philosophy?
2
How does it align with my goals?
3
What experience do you have with similar clients?
4
How do you customize your approach?

The Practical Details

1
How do you structure coaching sessions?
2
What are your fees and what's included?
3
What is your availability?
4
How do you handle communication between sessions?

Common Pitfalls

Don't Skip the Chemistry Check

Ensure you feel comfortable and connected with the coach. The relationship is crucial for coaching success.

Don't Ignore Red Flags

Pay attention to any concerns about their approach, boundaries, or professionalism. Trust your instincts.

Don't Rush the Decision

Take time to consider all aspects of the coaching relationship. This is an important investment in your development.

Conversation Templates

The Compatibility Check

1
Step 1: Start with: "I'm looking for a coach who can help me with..."
2
Step 2: Follow with: "What is your coaching philosophy?"
3
Step 3: Deepen with: "How do you customize your approach?"
4
Step 4: Connect with: "What experience do you have with similar goals?"

The Investment Clarification

1
Step 1: Start with: "I need to understand the practical details..."
2
Step 2: Follow with: "What are your fees and what's included?"
3
Step 3: Deepen with: "How do you structure sessions?"
4
Step 4: Connect with: "What is your availability?"

Further Reading

"Coaching for Performance" by John Whitmore
"The Coaching Habit" by Michael Bungay Stanier
"Co-Active Coaching" by Laura Whitworth

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