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Hiring a Business Coach? Consider These Questions First. | Entrepreneur

by Brand Post
September 11, 2025
in Business
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Hiring a Business Coach? Consider These Questions First. | Entrepreneur
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Opinions expressed by Entrepreneur contributors are their own.

As entrepreneurs know, running a business is both exciting and challenging. With markets constantly growing and changing, it can be difficult to stay ahead of the curve and competition. This is why many consider hiring a business coach to lean on for guidance and support.

If you’re thinking about hiring a coach, there are several factors to weigh when deciding on who may be the best fit.

Related: 9 Qualities You Need to Look for in a Business Coach

Expertise and experience

Similar to any hiring situation, one of the most important things to look for in a business coach is experience and expertise. You should look for someone who is familiar with businesses similar to yours and has a true understanding of both the challenges you face and opportunities for growth. You want to hire a coach with a proven track record of success who can share specific examples and results they’ve helped their clients achieve.

Questions to ask:

  • What is your experience working with businesses like mine?

  • Can you provide some examples of businesses you’ve helped, and the results you helped them achieve?

A proven process

Your prospective business coach should have a clear and structured process for working with clients. This process should be able to be tailored to you and your company’s specific needs and goals, providing a clear roadmap for achieving success.

Questions to ask:

Accountability and support

A business coach should hold you accountable for achieving goals and provide ongoing support to help you stay on track. Look for coaches who are committed to your success and who will hold you to a high standard of accountability.

Questions to ask:

  • How do you structure check-ins or milestones to monitor client progress?

  • Do you have any resources outside of your knowledge that I can leverage?

  • How do you provide ongoing support to help your clients stay on track?

A collaborative approach

When looking for a business coach, look for someone who will be a partner in your success, working side by side with you to develop strategies and solutions to help achieve your goals. They should be willing to listen to your ideas and input, and open to both feedback and collaboration.

Questions to ask:

  • How do you work with clients to develop strategic plans and customized solutions?

  • How do you incorporate feedback and input from clients into your coaching process?

Related: Executive Coaching For Entrepreneurs: Here’s How You Can Differentiate Between Corporate Snake Oil And The Real Thing

Focused on long-term success

A coach should be focused on helping you achieve long-term success, instead of just short-term gains. Having the drive is important, but also the experience of scaling a company — a business coach should be able to grow with you and your company. If their knowledge is limited to a specific area of business or a certain-sized company, they might not be the best fit for you long-term.

Questions to ask:

With that context in mind and an understanding of how to find a business coach that’s the best fit for you and your company, you also need to ask yourself some internal questions in regard to the current state of your business.

What are your top priorities for the next quarter?

This question helps you focus your efforts and ensures you’re prioritizing the most important and timely tasks. By identifying your top priorities, you and your coach can develop a plan to help you stay on track and achieve your goals.

What challenges are you currently facing?

By identifying the specific challenges you’re currently facing, you can work with your coach to develop strategies that will help you overcome them and make sure your business is running smoothly.

Do you have a plan for growth?

Whether you’re looking to explore new revenue streams, grow your team, enter new markets or expand your product or service offerings, it’s important to have a plan of what that road map looks like.

Together with a business coach, you can identify opportunities for growth and develop a plan to help you achieve success.

How are you managing your cash flow?

Managing cash flow is critical if you want to run a profitable business. By discussing your current cash flow situation and identifying areas for improvement, your coach can help you ensure that your business is financially healthy.

How are you measuring success?

You should have a clear picture of what success looks like for you and your business. By identifying key performance metrics and benchmarks, your coach can help you measure and track the progress you are making toward the finish line.

What skills do you need to grow in order to achieve your goals?

As a business owner, you should be continually developing your skills and knowledge. You can work with your coach to uncover areas where you need to improve and develop a plan to help you acquire or further develop the skills you need to grow and succeed.

Related: How a Business Coach Can Help You Lean Into Your Strengths and Become Successful

How are you balancing your work and personal life?

Running a business can consume your life 24/7, which is why it may take extra effort to maintain a balance between your work and personal life. Chat with your coach about your current work-life balance and what you would like to change so you can live a healthy and fulfilling life both professionally and personally.

Choosing the right business coach can be a game-changer for your business. Partnering with someone who has diverse experience, a structured process, a collaborative approach and a commitment to long-term results — while also keeping you accountable and supported — can help elevate your business to the next level.

Not sure where to start? Consider exploring your local Chamber of Commerce or asking trusted colleagues for referrals to business coaches in your area. A great coach might be closer than you think!

As entrepreneurs know, running a business is both exciting and challenging. With markets constantly growing and changing, it can be difficult to stay ahead of the curve and competition. This is why many consider hiring a business coach to lean on for guidance and support.

If you’re thinking about hiring a coach, there are several factors to weigh when deciding on who may be the best fit.

Related: 9 Qualities You Need to Look for in a Business Coach

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Tags: BusinessBusiness CoachingCoachCoachingentrepreneurEntrepreneursGrowing a BusinessGrowth StrategiesHiringLeadershipQuestions

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