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Side Hustle School

#2302 - Failure Friday: Airbnb Is Harder Than It Looks

Side Hustle School

Chris Guillebeau

Entrepreneurship, Entrepreneurship,, Careers, Small Business, Business, Side Hustle

4.73.3K Ratings

🗓️ 21 April 2023

⏱️ 7 minutes

🧾️ Download transcript

Summary

In this week’s Failure Friday segment, we hear from a New York City resident who tries—and fails—to navigate the city’s tough rules on rentals.

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: team@sidehustleschool.com

Be on the show: SideHustleSchool.com/questions

Connect on Twitter: @chrisguillebeau

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Visit Chris's main site: ChrisGuillebeau.com

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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: team@sidehustleschool.com

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. 😎 🙏🏼 


Hosted on Acast. See acast.com/privacy for more information.

Transcript

Click on a timestamp to play from that location

0:00.0

If you live in a big city, why not get an extra apartment and rent it out on Airbnb?

0:15.1

Hey, how hard can it be?

0:17.4

It works for everybody, right?

0:18.6

Everybody makes a lot of money doing Airbnb.

0:20.8

Well, that's actually not how it works.

0:23.5

In fact, a lot of people end up losing money on Airbnb.

0:26.6

A lot of people find that it's harder than it looks.

0:29.9

And in cities like New York, and it's not just New York, we're going to hear from somebody

0:34.2

calling in from New York today.

0:35.6

But lots of other cities as well, there is a lot of regulation around Airbnb rentals

0:41.3

or other vacation rentals that makes it quite difficult to be profitable, or even just

0:45.6

to operate in general.

0:47.0

So with that in mind, welcome to Side Usal School.

0:49.2

My name is Chris Gellibot.

0:50.2

Today, we're going to have a story in the segment known as Failure Friday.

0:55.1

Failure Friday, a collection of short stories about mistakes, missteps, disasters, and of

0:58.7

course failure, all of these things that go wrong.

1:01.8

So somebody's got what they think is a great idea.

1:04.4

And once they put it into action, reality hits, and they realize maybe it's not as easy

1:08.3

as they thought, or maybe something comes along that proves to be difficult or challenging.

1:13.3

And we like to see how do people navigate that situation?

1:16.3

And what do they learn from it?

...

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