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Side Hustle School

Ep. 3220 - Q&A: “When is business coaching worth the cost?”

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 25 October 2025

⏱️ 7 minutes

🧾️ Download transcript

Summary

Coaching can fast-track growth—or drain a lot of money from your bank account. In this short episode, you’ll learn a simple metric to decide whether a pricey mentor is a smart bet or a motivational luxury.

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.

Show notes: SideHustleSchool.com

Email: [email protected]

Be on the show: SideHustleSchool.com/questions

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com

If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 



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Transcript

Click on a timestamp to play from that location

0:00.0

You know that customer reviews can have an enormous impact on your business. And you probably know this as a customer as well. When you go shopping for something, don't you look at the reviews? You might even filter them by star rating. You might see what people like, what they don't like. So if you want to have good reviews, if you want to have great reviews, it really helps to automate your process. And that's something our longtime partner, ShipStation, can help with.

0:21.5

They can grow with you.

0:22.6

They can help you deliver five-star customer experience with industry-leading scalable

0:26.7

features.

0:27.7

Wow your customers and get rave reviews with cheaper, faster, and better shipping.

0:31.8

Upgrade to ShipStation today to get a 60-day free trial at Shipstation.com.

0:35.8

Just use Code Hustle.

0:36.8

There's no credit card or contract required.

0:39.4

You can cancel any time. Shipstation.com code hustle.

0:46.0

Lemonada.

0:50.7

When is business coaching worth the cost?

0:58.3

Coaching can fast track your growth or it can also drain a lot of money from your bank

1:02.3

account.

1:03.1

So in this short episode, you'll hear about my new coaching program.

1:06.5

Just kidding, I don't have a coaching program.

1:08.4

I do not sell coaching services.

1:10.0

I never have.

1:11.2

And in fact, I think a lot of people don't need a paid coach. But I will also concede that in some

1:16.6

cases, it can be helpful. Okay. So let's talk about when is it actually worth the cost. Again, no bias here

1:22.0

because I'm not selling anything. But it's true. Plenty of makers hit the same wall, makers, creators, small businesses,

1:29.2

side hustlers of all kinds. Your sales kind of level off. You're doing different stuff.

1:33.9

You're trying things, but nothing actually makes a difference. And then you see this glossy

...

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