meta_pixel
Tapesearch Logo
Log in
Side Hustle School

#1630 - Failure Friday: “Pitching to executives felt like an awful first date…”

Side Hustle School

Chris Guillebeau

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

4.73.3K Ratings

🗓️ 18 June 2021

⏱️ ? minutes

🧾️ Download transcript

Summary

In this week’s Failure Friday segment, we hear from a military spouse who sells punny greeting cards. When she’s called to pitch her idea to executives at an incubator, she figures she can wing it. How hard can it be? 

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

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.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

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

Busy making budget plans for the business year ahead, we've got you covered.

0:05.6

Switch to three business and choose from the latest handsets with unlimited data in our winter sale.

0:10.6

Woohoo!

0:11.6

Plus, our business price promise means if you find a cheaper deal from one of our biggest competitors, we guarantee you to beat it.

0:18.2

Search three business or visit us in store.

0:21.2

Business price promise means we'll beat it directly.

0:24.4

Quit you've been given my e-vote for No.02 for business plans by at least £1 per month.

0:28.2

Time's apply, search three business price promise.

0:35.2

Every week for the past few months, we have been presenting a segment we call Failure Friday.

0:40.6

This is Side Usual School. I'm your host for Skillabo.

0:43.6

I've been with you for 1,630 days in a row.

0:46.4

Shout out to everybody who's been there since the beginning.

0:48.6

Shout out to those who've joined in along the way.

0:51.2

The reason we started this whole segment, it's been one of our most popular things of 2021.

0:56.2

I believe we can learn as much from Failure as we can from success.

1:00.2

We tend to learn not just when things are going amazing, but sometimes when things are going terrible.

1:05.6

In fact, we can actually, as I said, sometimes learn more.

1:09.2

This whole segment, this feature is a collection of short stories about mistakes, missteps, disasters, and failure.

1:17.2

Just like our Throbac Thursday segment, you'll hear directly from side uslers who have struggled to get something off the ground

1:22.2

or otherwise encountered a roadblock and obstacle challenge.

1:25.2

Perhaps one that was entirely unexpected or perhaps they were starting with an assumption and idea.

1:31.2

Something they thought would happen and then, of course, what really happened, then hopefully some sort of lesson out of it.

...

Please login to see the full transcript.

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

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

Copyright © Tapesearch 2026.