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Side Hustle School

Ep. 3136 - Q&A: “How can I scale my coaching business?”

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 2 August 2025

⏱️ 7 minutes

🧾️ Download transcript

Summary

What’s the smartest way to grow a coaching business when your calendar is already full? In this episode, we look at sustainable ways to scale without losing your personal touch.

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]

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Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com

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Transcript

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0:00.0

A big thank you to ShipStation, our long time partner. If you run an e-commerce business, you already know the best way to be successful is to keep your customers happy. And you can do that by automating shipping tasks, managing orders in one simple dashboard with ShipStation. Lead your business into the future with smart features and automations that boost efficiency and save you time.

0:21.4

In fact, over 130,000 companies have grown their business with ShipStation.

0:26.3

When shoppers choose to buy your products, turn them into loyal customers with cheaper, faster,

0:30.0

and better shipping. Go to Shipstation.com and use Code Hustle to sign up for your free trial.

0:35.3

There's no credit card or contract required and you can cancel any time. That's shipstation.com code hustle.

0:45.1

Lemonada.

0:49.8

What if you have a little coaching business and you like the idea of growing it and scaling it perhaps?

1:00.0

How do you do that when your calendar is already full?

1:02.6

Like coaching has been going well and you're booking clients.

1:05.8

And then you're like, well, what do I do next?

1:07.9

Like I can't just create more hours in the day. I can't just create more days of the week. So what can I do next? Like I can't just create more hours in the day. I can't just create more days

1:12.6

of the week. So what can I do? That's the situation facing our caller today. He is a coach in Atlanta.

1:19.4

His business is strong, good referrals, loyal clients, et cetera, but he's maxed out. What's the path

1:24.7

forward? How do you scale in this particular kind of business, a coaching

1:28.0

a high touch personal time business without selling out or burning out? Those are two things we

1:33.7

don't want you to do. We want you to make more money, but also do something you believe in.

1:37.5

So let's consider the question, detailed version, and my answer coming right up.

1:43.8

As an e-commerce business, you build trust with your customers one

1:47.2

package at a time. That's why smart retailers use ShipStation, including many of our long-time

1:53.7

listeners. We've been partnering with ShipStation for eight years now, and so many of our listeners

1:58.8

over the years have emailed me to say they're using

2:01.1

ShipStation for their e-commerce business. I know it's a great service just because I only hear good

...

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