#2505 - Failure Friday: “Remote Year” Nomad Experiences Blogger Burnout
Side Hustle School
Chris Guillebeau
4.7 • 3.3K Ratings
🗓️ 10 November 2023
⏱️ 9 minutes
🧾️ Download transcript
Summary
In this week’s Failure Friday segment, we hear from a digital nomad who sets out to travel for a year—but soon becomes overwhelmed at the idea of building a business on the road.
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.
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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
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| 0:00.0 | Welcome, welcome, welcome, welcome. Welcome back to Side Hustle School, your host here, Chris Gillibow, |
| 0:16.2 | episode 2005. And once again we have come to Friday. Friday, also known as Failure Friday, a collection of short stories about mistakes, |
| 0:26.5 | missteps, disasters, and of course, failure. This is a segment where we dissect something that goes wrong or a lesson learned |
| 0:34.0 | perhaps along the way and like I'm trying to point out more frequently now the whole |
| 0:38.8 | point of these exercises is to actually encourage you, not to discourage you. |
| 0:44.0 | I want people to become more comfortable with the idea that not everything you try to do is going to work, |
| 0:49.0 | and that is okay. |
| 0:50.0 | It might actually lead you to something that works much better. |
| 0:53.4 | And so, yeah, I mean, lots of different stories |
| 0:56.1 | that illustrate that point. |
| 0:57.8 | Today we're going to look at one involving remote year, |
| 1:01.2 | a remote year nomad experiences blogger |
| 1:03.6 | burnout. So just as some context, lots of digital nomads out there |
| 1:08.3 | or people who are choosing to work remotely from around the world. I don't |
| 1:12.3 | always love the term digital nomad myself, |
| 1:14.6 | but that's just me. |
| 1:16.2 | It's definitely true that there are people |
| 1:17.3 | interested in working remotely and traveling. |
| 1:20.0 | And so in the past few years, |
| 1:21.7 | there have been a number of companies and organizations that have sprung up to kind of facilitate the process of |
| 1:26.8 | Travel and relocating and going to different places for a month or two to work and then moving on to somewhere else. |
| 1:32.8 | If you don't want to think about all the logistics associated with that, |
... |
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