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How to Find a Mentor Who Changes Your Trajectory

Finding a business mentor is less about luck and more about approach: knowing what you want, asking the right person well, and running the relationship so it compounds. Here's a practical guide to finding a mentor who genuinely changes your trajectory.

Digby R. Kerr
By Digby R. Kerr — Wharton MBA, author of 12 books, founder of Kerr University™. 35+ years leading global business.

Where to find a mentor

Look in your network first — former managers, senior peers, people whose careers you admire. Beyond that, industry communities, professional platforms, and paid mentorship (like Kerr University) where you get an experienced operator's time directly.

How to approach a potential mentor

Be specific and respectful of their time: 'I admire how you've built X. I'm working on Y and would value 30 minutes of your perspective — would you be open to it?' Specific, small, and easy to say yes to.

Red flags: spotting a bad mentor

Avoid mentors who only tell you what you want to hear, dominate the conversation, or lack real experience in what you're trying to do. Good mentors challenge you and have actually walked the road.

Run the relationship well

Come with specific questions, take notes, act on the advice, and report back. A great mentoring relationship is a loop, not a one-off chat.

Frequently asked questions

How do I find a business mentor?

Start with your network, then industry communities and paid mentorship. Approach specific people respectfully with a clear, small ask.

How do I ask someone to be my mentor?

Be specific and considerate: admire something concrete they've done, name what you're working on, and ask for a small amount of their time.

What makes a bad mentor?

One who only flatters you, dominates the conversation, or lacks real experience in what you're pursuing. Good mentors challenge you.

Is paid mentorship worth it?

Often yes — it gives you direct, reliable access to an experienced operator's judgment, without hoping to catch a busy person's spare time.

How do I start with Kerr University?

Book a free 30-minute session with Digby to see if the fit is right.

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