Lessons Learned from the Worst Business Coaching Experience of My Life

From High Hopes to Deepest Disappointment

Krista Mollion
6 min readNov 8, 2023

Disclaimer: All the details in this article are based on my real personal experience without any details changed except for one tiny twist you will discover if you read until the very end (don’t you cheat!). I hope this story will lead to reflection and intentionality if you ever plan to hire a business coach.

When I started my own solo business, I did the most logical thing in the world: I hired a business coach. And another and another. In fact, I had multiple coaches over approximately three years. I felt them for various reasons: sometimes, it was simply graduating out of a coaching program without them offering students to continue. Other times, I didn’t feel I could learn more from them. But also, deep down, I felt that sooner or later, I’d met the mentor of my dreams -”the one” — my guru. And I did, except it was more of a nightmare than a dream.

Here are the ten things that made this business coach the worst I’d ever encountered:

Red Flag 1: She Expected Me To Pay (Quite a Bit)

She wanted payment upfront and on time. I mean, I was expecting to pay a coach when I had the money so it could be any time someday. I…

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Krista Mollion

Ex-Agency Owner For Top Iconic Brands Turned Fractional CMO + Educator for Small Business Owners and Creators To Go From Semi-Invisible To Un-Ignorable