Jef Lippiatt
Jef Lippiatt Owner at Startup Chucktown

What is the biggest challenge in coaching business owners?

When trying to coach existing business owners, what is the biggest challenge you face? Is it usually related to their attitude or inability to adapt to change?

Top voted answer
Lisa Ormenyessy

Lisa Ormenyessy, Business Coach and Marketing Specialist at

Hi Jef, A great question. Most business owners who come to see me for coaching are ready to change. The already have awareness that what they are currently doing is not working or they could be doing it even better.With marketing clients, at times, yes changing the way they see the way marketing works is often an initial (but small) hurdle. Seeing marketing as an investment rather than a cost once they understand their customers lifetime value is often a first step.My style is very 'educational' so while I may be pointing out a new way of doing things, I am also explaining the logic of it. This takes away a lot of the fear around change.Cheers, Lisa

Jef Lippiatt

Jef Lippiatt, Owner at Startup Chucktown

Thanks for the answer.

Warren Harmer

Warren Harmer at Crecer

Implementation is the most important component of any coaching program, but usually the most challenging. Usually the owners agree with the actions in the program, but constraints of time, discipline and money can so easily get in the way. To overcome this problem, I am very proactive, help them out when needed and keep the projects short and very specific.

It can't be overlooked, one of the biggest challenges working with small businesses is getting paid!

Jef Lippiatt

Jef Lippiatt, Owner at Startup Chucktown

I appreciate your perspective, and agree that getting paid can turn into a struggle if things are well set from the beginning.

Jessica Osborn

Jessica Osborn, Marketing Coach & CEO at

Usually my clients are motivated and ready to take action so there's no challenge and we see results very quickly.
Occasionally there's someone who finds it hard to take advice, As they feel like it's a failure on their part that they weren't doing it themselves. We need to work through this block first.
But I find the biggest challenge is usually the time people commit to following through on the actions following a session. I can give all the advice they're looking for but if they don't act on it, we don't see results (as quickly). 

Jef Lippiatt

Jef Lippiatt, Owner at Startup Chucktown

Great insight @Jessica Osborn - it is definitely hard to get some people to commit to the time needed to make changes and break through old habits.

Greg Rogers

Greg Rogers, Founder and CEO at

Helping them manage 'the gap'.

Often there are two very quick realisations when coaching a business owner.

The first one is that what they think is the end result is often not what it ends up being.

The second one is where they actually (reality) are now.

Then they realise the gap and what is going to be needed to close/reduce it.

That's where the genius of great coaching lies.

Knowing - Doing - Being

Don't just think, REthink.



Hatty Bell

Hatty Bell, Community Manager at

Love this @Greg Rogers ! The end result is consistently shifting isn't it?

Jane Jones

Jane Jones, Manager at SavvySME

When people have done things a certain way for a long time they can be resistent to change.  Only when they trust in the process and do the work required will they see the change they desire. Thanks @Jef Lippiatt @Jessica Osborn @Lisa Ormenyessy @Warren Harmer

Related Questions
Related Articles