meta_pixel
Tapesearch Logo
Log in
Side Hustle School

#2898 - Q&A: “What are the hardest side hustles to start and operate?”

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 7 December 2024

⏱️ 7 minutes

🧾️ Download transcript

Summary

In today’s episode, we discuss the hardest side hustles to start and manage. From fashion businesses dealing with inventory headaches to restaurants with high overhead costs, learn which side hustles come with the most challenges. 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.substack.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. 😎 🙏🏼  To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

Turning an idea into a small business doesn't happen by accident. You need to be all in.

0:05.5

At constant contact, we have the digital marketing tools you need to get the word out, close the sale,

0:10.3

raise the funds and gather a community around this thing you've built. So let's do this together.

0:15.2

Let's send this, share this and shout this from the rooftops. Let's segment this, automate this,

0:20.3

and AI this for real results fast. Let's get out of this what we put rooftops. Let's segment this, automate this, and AI this for real

0:21.6

results fast. Let's get out of this what we put into this. Let's build this. Let's grow this. Let's

0:26.6

win this. Get started today at constant contact.com. Round up your crew and set sail on board

0:32.1

Royal Caribbean. This is all the holidays wrapped into one. School bowl deals on non-stop adventure, mouth-watering flavors and out-of-this-world spectacles on board.

0:42.3

Thus, kids sail from just 99 pounds.

0:45.3

And whilst your globe trotting at sea, you can also earn flying perks along the way with aviose.

0:51.3

Book your vacation now and collect three aviose for every one pound spent.

0:56.3

To learn more, visit royalcaribian.co.uk. What are the hardest side hustles to start and operate? Great question here today, because there's all kinds of different businesses and side hustles you could start. Why not choose one that is not one of the hardest or most difficult, right? Like if you have the ability to choose, why not make it relatively easy on yourself? You still

1:28.7

have a lot of choice. We're just going to eliminate a couple of them here today. Listener question from

1:33.3

Evan. And of course, many side hustles can be started with minimal overhead or effort. That's what we

1:38.2

try to talk about here or try to focus on much of the time on the podcast. But some come with

1:43.2

significant challenges that can be tough to manage, especially if you're doing these things on your own time on the podcast, but some come with significant challenges that can be tough to manage,

1:45.4

especially if you're doing these things on your own and on the side. So I'm going to give you two

1:50.1

specific examples, two major industries that I think you should probably stay away from unless you

1:55.2

feel absolutely called to do it. And if you do, then of course, you know, good for you. That's great.

2:01.5

But if not, there might be something better for you. So let's talk about it. And if you do, then of course, you know, good for you. That's great. But if not,

2:06.5

there might be something better for you. So let's talk about it. What are the most difficult or the hardest side hustles to start and operate? That's today's question. The detailed version from

2:11.3

our listener Evan and my answer coming right up. Turning an idea into a small business doesn't happen by accident.

...

Please login to see the full transcript.

Disclaimer: The podcast and artwork embedded on this page are from Chris Guillebeau / Onward Project, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of Chris Guillebeau / Onward Project and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.

Copyright © Tapesearch 2025.