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May 25, 2025

How to Find the Right Career Coach for You

Not all career coaches are created equal—and finding the right one can make or break your next chapter. In this post, I break down how to choose a coach who fits your goals, values, and season of life. Whether you’re navigating burnout, a career pivot, or a return after a break, these steps will help you invest wisely and move forward with clarity.

Ever feel like you're stuck in a loop?

You’ve read the leadership books.
Listened to the podcasts.
Tried journaling.
And yet, nothing feels clear.

That’s often the moment people start looking for a career coach.

But finding the right one? That’s where most people get it wrong.

Let’s fix that.

Here’s what a career coach is not:

✘ They’re not your therapist.
✘ They’re not going to land the job for you.
✘ They’re not miracle workers.

And here’s what they are:

✔️ A sounding board
✔️ A strategist
✔️ A mirror

A good coach helps you sort through the noise, get honest about what you want, and make a real plan for what’s next.

Step 1: Get Clear on What You Need

There’s a big difference between:

  • Wanting to grow in your current role
  • Feeling totally burned out and considering a pivot
  • Exploring entrepreneurship after a layoff
  • Needing help after taking a career break

Your goals shape the kind of coach you need. Don’t skip this step.

Ask yourself:

  • Do I want tactical support (resumes, networking, interview prep)?
  • Or do I need help figuring out what the hell I even want?

Those are two different skill sets.

Step 2: Look at Their Background

The best coach for you might not have the fanciest title or the longest list of credentials.

What you want to know:

  • Have they worked in industries like yours?
  • Do they “get” the challenges you’re navigating?
  • Have they actually helped people like you?

You want someone who sees you, not just someone who markets well on LinkedIn.

Step 3: Ask These 5 Questions

Before you hand over your time and money, ask them:

  1. What’s your coaching style? (Directive? Reflective? Goal-driven?)
  2. What kind of clients do you typically work with?
  3. Can you share examples of outcomes past clients have had?
  4. What tools or frameworks do you use?
  5. How will we measure success?

If they stumble through these or avoid direct answers, that’s your sign.

Step 4: Chemistry Matters

You should feel:

  • Seen
  • Safe
  • Supported
  • And a little stretched

If you leave your intro call feeling talked at, not listened to? Keep looking.

If you feel judged or dismissed? Hard pass.

Trust your gut. This person will be asking you to be honest and vulnerable—you need to feel comfortable showing up fully.

Step 5: Beware the Red Flags

🚩 They promise you fast results.
🚩 They guarantee a job.
🚩 They talk more than they listen.
🚩 They try to upsell you before understanding your goals.

Coaching isn’t magic. It’s co-created. If it sounds too good to be true—it probably is.

Step 6: Decide What Investment Feels Right

Coaching can range from $100 to $500+ per session. Price doesn’t always equal quality—but value alignment does.

Ask yourself:

  • Can I afford this without resentment?
  • Am I committed to doing the work?

A coach isn’t a cost. They’re an investment in clarity, confidence, and a better future.

Just make sure you’re ready to show up and participate. Coaches don’t fix people. They partner with them.

In Summary:

  • Know your goals
  • Choose someone who fits your values and style
  • Ask good questions
  • Listen to your gut
  • Commit to the work

The right coach won’t give you all the answers. They’ll help you ask better questions—and build a roadmap forward.