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17 Questions to Ask a Career Coach to Encourage True Growth

Unearth valuable insights for your professional journey by asking these pivotal 17 questions to your career coach. Learn how to choose the right guide for your career path.

Navigating the professional world can feel like an intricate maze.

Nowadays, it's not just a journey of getting started in a company, grinding your way up the ranks by working hard, and then you'll get to where you want to be.

Competition is fierce, and it’s hard to know which route you’ll take. Do you need a social media presence or a personal brand? Should you go into a mentor or internship? Should you aim to climb your existing company or move from place to place?

Which opportunities will deliver the best results?

It's hard work, and it's easy to get lost in the fog of it all when you're living it day to day.

This is why so many professionals opt for the assistance of a career coach - someone who can help guide and mentor them over obstacles and through hard times and set a clear direction and game plan moving forward.

Then again, this opens the door to a whole new range of questions, most notably, what are you actually supposed to ask your career coach to get the best help and the most effective guidance?

That's what we're talking about in this guide, deep diving not only into what a career coach is but how you can question them to support them best and offer guidance and an objective perspective to help you make informed decisions about your professional journey.

Let's get into it.

What is a Career Coach?


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A career coach is a professional advisor who assists individuals in making strategic decisions about their professional lives.

From clarifying your career goals to enhancing job searching skills, improving your resume, and preparing for interviews, a career coach can play a pivotal role in your professional success.

However, to truly harness the potential of this relationship, you need to ask the right questions.

17 Essential Questions to Ask Career Coach Opportunities

Okay, let's get into the real meat of this guide - the questions.

Whether you're just starting out and you're connecting with a potential career coach for the first time, or you're looking to enhance your existing relationship and unlock the full potential of your career coaching sessions, let these questions spark your inspiration on how to approach your career.

#1 - What's your approach to career coaching?

An essential question for when you're starting out with a career coach.

Everyone learns differently, and this question simply gauges if their career coaching style resonates with their learning style and your career needs.

Are you looking for someone who will push and challenge you and hold you accountable for your actions, goals, and objectives?

On the other hand, are you looking for someone more nurturing and caring who's soft and supportive?

Are you unsure, and you're trying to figure out which approach to coaching will get you the best results, so you're looking for a coach who can potentially do both?

Asking this question will help you find your way.

#2 - What is your background, and how does it apply to coaching?

Understanding your coach's career trajectory and past experiences is important to assess their level of expertise and whether they have relevant insight into your industry.

We say this all the time here at MentorCruise, but it doesn't matter if a Google leader gives you a coaching opportunity; they may not have the professional experience or background to help you get to where you want to go.

You need to take the time to find someone who knows where you want to go and how to get there and can help impart their knowledge in a way that's beneficial to you.

#3 - What is your success rate?

When attempting to work with an experienced career coach, knowing the coach's success rate with previous clients can help you anticipate potential outcomes from their coaching. It's a figure that gives you a sense of their effectiveness in delivering results essential for your decision-making process.

Sure, there's nothing wrong with working with someone who isn't an official coach, or perhaps is someone already in your company that just wants to help you out, in which case you should focus on seeing similar things they've done through their career, such as leading teams or running courses.

#4 - What challenges have your clients commonly faced, and how have you helped them overcome these?

No career coaching journey will pass without its fair share of problems, and you ask a career coach this question to shed light on how adaptable and productive a career coach is when it comes to overcoming and learning from said problems.

And the issues that can arise in coaching can be vast. From tackling the career ladder to issues communicating with the career counselor themselves, problems aren't problems if they can be handled properly while being used to aid the growth process.

It's all about overcoming the unique obstacles that will make you the most capable professional you can be.

#5 - How do you personalize your coaching for individual clients?

Not everybody learns the same way, and an approach that works for one professional may not work for you. While the coaching style may remain the same, there's no doubt that personalized coaching often yields better results.

Their answer can show their level of commitment and how well they can tailor their strategies to meet your specific career goals. If they just always take a general approach to coaching, it may be worth looking elsewhere.

#6 - What resources will be available to me?

The best coaching experiences are the ones where you do a lot more than just sit and talk to each other. The sessions that use multimedia resources and unique materials to engage you will always be better.

These resources may include relevant reading materials, cover letter templates, crucial tools for developing your transferable skills, etc., which can give you an edge in your career planning and execution.

Some career coaches may also have exclusive access to specific resources within an enterprise, and a valuable resource like this can help you with your career plan tenfold.

#7 - How do you stay updated with the latest industry trends and standards?

A coach's engagement with ongoing trends and industry updates can be a testament to their dedication and can provide you with current, relevant career advice. After all, if you're only learning outdated information, you'll end up very much behind the front line of your industry.

#8 - Can you provide references from past clients?

Just like any kind of interview or even buying a product from Amazon, social proof and looking into the testaments, reviews, and references of your coach can help you validate their credibility and success.

It provides first hand insight into their coaching effectiveness from those who have directly benefited. Alternatively, they may showcase potential issues you may have working with a career counselor that is better off avoided.

#9 - What is your approach to confidentiality?

Confidentiality is crucial in maintaining a safe, open environment, especially regarding your career and what you plan to do moving forward, so ask about it.

If you're also building a personal brand and want to build up your audience within the industry, you'll want to work with someone you can trust to keep your ideas close to their chest.

Therefore, knowing how your coach handles sensitive information can ensure you're comfortable sharing your career aspirations and concerns.

#10 - What is your fee structure?

Of course, coaching, like every form of mentoring, comes at a cost, and understanding the financial investment involved is necessary to evaluate the value for money and if it fits your budget.

This information aids in preventing potential misunderstandings and ensures transparency, as well as highlighting whether there are any hidden costs or fees that'll leave you worse off or investing in services outside your means.

#11 - How do you handle setbacks or roadblocks in a client's career path?

Climbing the career ladder will always come with setbacks in some form or another. There are always going to be challenges and competition. That's very much a natural part of the process.

When looking for a coach, you need to find someone who's honest about the fact that this is the case and can clearly showcase their strategies for handling setbacks and their adaptability, and their specific skills in crisis management.

#12 - What should I expect in our first few sessions?

When you're getting started, ask a career coach for an overview of the initial sessions to help prepare you mentally and set realistic expectations from the onset of your coaching experience.

Whether you're confident or nervous about what's to come, the first sessions are basically laying the groundwork for what's to come, so you want to start as you mean to go on, which means being prepared, organized, and ready to hit the ground running.

If a coach doesn't have an answer to this question or isn't sure, it's probably best to look for someone else who knows what they're doing. It can be beneficial to look for coaches who offer a free initial consultation to see what you're getting into.

#13 - What kind of homework or tasks will I have between sessions?

The best career coaching experience extends far before the confines of your meetings and will continuously engage you throughout your life, meaning homework and out-of-meeting tasks should be a natural part of the process.

This could be anything like submitting applications to the job market, writing a cover letter, refining your skills, completing courses, or reading certain books and worksheets.

However, you need to balance your personal and professional life, be able to manage your time correctly, and get organized, which means taking the time to understand your responsibilities outside the sessions, helping you stay committed and maximize the benefits from the coaching.

#14 - What is your availability and communication style between sessions?

While you're not going to be in constant contact with your coach, and you certainly need to respect each other's time, it's important to have clarity about their availability to ensure a smoother communication process.

This is crucial for helping you decide if their communication style matches your preferences. Do you want someone that you can drop in and ask questions to at any time, or do you want someone who has a more hand's off approach?

It's up to you and your personal preferences.

#15 - What is your philosophy about career growth and job satisfaction?

Their philosophy can give you a perspective on their career progression and fulfillment approach, potentially aligning with your vision.

Are they a hard-hitting professional ready to twist and turn their way through the industry with no regard for whoever stands in their way and taking all job search opportunities as they come?

Are they someone who takes a more caring, nurturing, and sustainable approach? There's no right or wrong answer, really, but it depends on your approach to business and can have a huge impact on what you're looking to achieve.

#16 - How long does it typically take to see results?

While there's no hard and fast answer to this (which is another telltale sign that your coach knows what they're talking about), they should be able to give you a rough idea of how long it takes to get some kind of results in relation to the professional goals you're aiming for.

Asking such a question allows you to envision a realistic timeline to observe changes and helps manage your expectations about the duration of the coaching process.

For example, if you're looking to navigate the current job market, you may wish to know how long it will take to start getting interviews with potential employers.

#17 - What happens if I am not satisfied with your services?

Not every coaching relationship works out the way you intended it to, and that's okay. It happens. Many people agree that it takes getting in touch with at least five or six career coaches before committing to the one you think will work for you.

However, sometimes it's still going to be wrong for whatever reason. That's fine, you just need to understand their policy for dissatisfaction can safeguard your investment and indicate their dedication towards client satisfaction.

How to Choose the Right Career Coach

Finding the right career coach can be a critical step toward professional growth. Here are a few tips to help you choose the right one:

Define Your Goals: Understand what you want to achieve through the journey of career coaching. Your goals might include amplifying your job search, changing careers, expanding your professional network, or upskilling for professional growth. Make sure you take the time to define success for you.

Consider their Experience: Look for career counselors with experience in your specific industry or chosen career paths. Remember, you need someone who's experienced in the path you want to take, not just someone high up in the industry that has prestige.

Check Qualifications: Ensure your preferred coach has the relevant credentials and a successful track record of coaching individuals. The more experience a coach has, the better they can teach you.

Comfort Level: You should feel comfortable discussing your career challenges and goals with your coach. If you feel reserved, judged, or not connected with your coach regarding your professional development, then it's probably not going to lead to the results you're looking for because you can't be transparent.

Check Reviews & Testimonials: Look at reviews and testimonials from previous clients to assess the quality of their coaching. These are clear signs of how well the coach works and what kind of experience they offer. Also, check their success rates!

Cost: Cost is everything because you can't pay for a coaching service you can't afford. Evaluate their coaching fees. See what's included, what's on offer, and whether it's good value for money. Compare several services to see the average. The best and most successful coach should still fall within your budget while providing the needed services.

Final Thoughts

And there we have it!

With these questions in your arsenal, you're now well-equipped to extract the most value from your career coaching relationship. It's time to take charge of your professional destiny and unlock your full potential.

Looking to get started with a coach?

Here at Mentorcruise, we have access to various coaches in all industries and companies worldwide, including some of the biggest companies. Browse our catalog and see who best fits your career path.

This could be the start of the chapter of your career.

Check us out and see what we can do for you.

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