Q&A: “How to stand out with an end-of-year sale?”

What It’s About

Advance your cause through political lobbying! Or at least get paid for promoting someone else’s.

Notes from Chris

Episode 2164

You know a bit about Black Friday sales, of course. But the holiday season continues! Many businesses earn 50% or more of their annual sales during this six-week period towards the end of the year.

Today’s caller has a retail business that is not typically dependent on holiday sales, but he wants to juice the numbers a bit.

How can you increase end-of-year sales in a non-holiday business?

“Hey, this is Steve. My Black Friday promotion went well last year, but I’d like to do something else to push more sales in December. Specifically, I’m trying to figure out what makes for a compelling reason to buy something during this time that isn’t necessarily a holiday gift.

I’m thinking of putting my business up for sale next year, so whatever numbers I can put on the board before December 31st will help. But I realize that’s not the most exciting reason for my customers to buy something! So what should I do—any ideas?”

Listen to today’s episode to learn more…

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

GET $625 IN FREE TRAVEL

Earn 50,000 travel rewards points (enough for 2 round-trip plane tickets or $625 in travel credit). You'll also earn 2x points on all travel and dining spend, with zero foreign transaction fees.

I use this card every day all over the world! ✈️ Learn More

CREATE YOUR ONLINE STORE

Create your online store with Shopify using an exclusive discount for Side Hustle School listeners. For a limited time, get a free 21-day trial and a 10% discount for a whole year.

Many Side Hustle School listeners are building sites using Shopify's easy-to-learn platform. Try it free today! Learn More

Sponsors & Gratitude

Learn More With Skillshare!

Supporting the sponsors keeps the show free. Today’s episode of Side Hustle School is brought to you by Skillshare. 📷

Skillshare is giving Side Hustle School listeners 2 months of unlimited access—for $0.99! Join the 2 million students learning everything from street photography to SEO on Skillshare today!
Get Started Here!

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.


Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau

Q&A: “Is making money from surveys still a thing?”

What It’s About

Hello, can you answer a few questions … for money?

Notes from Chris

Episode 2163

Would you like to get paid to take surveys? That’s a promise you may have seen online somewhere. There are a number of platforms that say you can earn a few hundred dollars a month in exchange for your opinion. Is this legit? That’s what we’ll consider in today’s episode!

“This is Amanda, and I like taking surveys. I always take them for free, like when you call the airline and they ask if you’ll complete a brief survey after the call.

I also like getting paid, and I’ve seen a bunch of online offers that claim you can earn real money for answering questions. So I decided to try it out! I registered with several sites and spent a lot of time answering questions.

So far I’ve made $80, but I’ve also spent a lot of time and went down a lot of dead-ends. More than once I’d register and complete a long survey, only to find out there were additional requirements at the end of the process.

Still, several of these platforms promise you can make a few hundred dollars a month “just taking surveys.” Should I believe them?

Listen to today’s episode to learn more…

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

GET $625 IN FREE TRAVEL

Earn 50,000 travel rewards points (enough for 2 round-trip plane tickets or $625 in travel credit). You'll also earn 2x points on all travel and dining spend, with zero foreign transaction fees.

I use this card every day all over the world! ✈️ Learn More

CREATE YOUR ONLINE STORE

Create your online store with Shopify using an exclusive discount for Side Hustle School listeners. For a limited time, get a free 21-day trial and a 10% discount for a whole year.

Many Side Hustle School listeners are building sites using Shopify's easy-to-learn platform. Try it free today! Learn More

Sponsors & Gratitude

Learn More With Skillshare!

Supporting the sponsors keeps the show free. Today’s episode of Side Hustle School is brought to you by Skillshare. 📷

Skillshare is giving Side Hustle School listeners 2 months of unlimited access—for $0.99! Join the 2 million students learning everything from street photography to SEO on Skillshare today!
Get Started Here!

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.


Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau

Failure Friday: “My maple syrup was stolen by a Canadian cartel…”

What It’s About

Keep your maple syrup locked up in a safe!

Notes from Chris

Episode 2162

I believe we can learn as much from failure as we can from success, if not more. It’s with this principle in mind that I offer you a weekly segment called Failure Friday: a collection of short stories all about mistakes, missteps, disasters, and of course, failure.

 

Just like our Throwback Thursday segment, you’ll hear directly from side hustlers who have struggled to get something off the ground. They’ll tell you a short story of something that went very wrong.

Today’s short story features Bruce the maple syrup reseller. Bruce had an idea to import and resell maple syrup from Quebec—which as mentioned, is largely controlled by a syrup cartel. (Not making this up!)

Anyway, things did not turn out so well when his inventory of goods is stolen.

Let’s hear from Bruce about how this went down… I’ll be back at the end to wrap us up. 

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

CREATE YOUR ONLINE STORE

Create your online store with Shopify using an exclusive discount for Side Hustle School listeners. For a limited time, get a free 21-day trial and a 10% discount for a whole year.

Many Side Hustle School listeners are building sites using Shopify's easy-to-learn platform. Try it free today! Learn More

GET YOUR FIRST 1,000 EMAIL SUBSCRIBERS

Social media is nice, but building an email list is still the single best way to get customers and clients for your hustle. It's not hard to get started—sign up for a 30-day trial and join the list-building challenge! You’ll be up and running in no time. Learn More

Sponsors & Gratitude

Don't Do Business Without It

Side Hustle School is brought to you by American Express.

No matter what you do in business, from working nine-to-five to working five-to-nine, it’s easier when you don’t go it alone. Get the powerful backing of American Express—don't do business without it! 💳 Visit American Express

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.
Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau

TBT: “I became the ambassador for a kickbike company…”

What It’s About

These bikes won’t kick themselves.

Notes from Chris

Episode 2161

Welcome to Throwback Thursday / “Where are they now?” where we take an in-depth look at someone who’s story has evolved considerably since we first featured them.

Recently, we’ve featured a TikTok livestreamer who also sells personalized t-shirts using Merch by Amazon. Last week, we had a special Thanksgiving episode. (I’m still thankful for you this week.)

Today, in our latest feature, we’ll hear from Jordan Crowder in Florida. He’s a freelance designer who’s also the founder of Kickbike America, which is what we’ll focus on here. I actually had him in the 100 Side Hustles book.

He has a fun story of moving to the 30A region of Florida and leading tours on these kickbikes, and then becoming the marketing guy for the Scandinavian company that makes them.

What’s happened since? Let’s hear directly from them. I’ll be back at the end to wrap us up.

Listen to today’s episode to hear more…

 


 

MENTIONED IN THIS EPISODE:

  • Thanks to Jordan for sharing his updates with us. Check out Kickbike America at www.kickbikeus.com.

 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

CREATE YOUR ONLINE STORE

Create your online store with Shopify using an exclusive discount for Side Hustle School listeners. For a limited time, get a free 21-day trial and a 10% discount for a whole year.

Many Side Hustle School listeners are building sites using Shopify's easy-to-learn platform. Try it free today! Learn More

GET YOUR FIRST 1,000 EMAIL SUBSCRIBERS

Social media is nice, but building an email list is still the single best way to get customers and clients for your hustle. It's not hard to get started—sign up for a 30-day trial and join the list-building challenge! You’ll be up and running in no time. Learn More

Sponsors & Gratitude

Don't Do Business Without It

Side Hustle School is brought to you by American Express.

No matter what you do in business, from working nine-to-five to working five-to-nine, it’s easier when you don’t go it alone. Get the powerful backing of American Express—don't do business without it! 💳 Visit American Express

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.
Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau

Q&A: “I want to get paid to lobby for causes I believe in…”

What It’s About

Advance your cause through political lobbying! Or at least get paid for promoting someone else’s.

Notes from Chris

Episode 2160

Today’s listener is an aspiring political lobbyist. This is a whole career, with an average salary of $110,000 in the United States. There are more than 12,000 of them here, and of course it’s not just an American thing.

Our listener wants to get in on the fun, but of course this isn’t Job School—it’s Side Hustle School! Can she do it for passive income as a business instead of a career?

“This is Laura and I love the show. Thanks for all the stories and tips!

So here’s my question. We all know there’s too much money in politics, and much of it goes to professional lobbyists. At the same time, that’s how things get done … the lobbyists push for their cause, and sometimes they’re able to deliver for the companies or causes who pay them.

Long story short, I’m wondering about lobbying as a side hustle. My thought is to design it as an agency, not just a part-time job. In other words, I’d compete for contracts, with the promise that I could actually cost a lot less than a full-time lobbyist. What do you think—is it time for me to storm the capitol? Just kidding, I wouldn’t do that. But let me know what you think of the lobbying idea.”

Listen to today’s episode to learn more…

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

GET $625 IN FREE TRAVEL

Earn 50,000 travel rewards points (enough for 2 round-trip plane tickets or $625 in travel credit). You'll also earn 2x points on all travel and dining spend, with zero foreign transaction fees.

I use this card every day all over the world! ✈️ Learn More

CREATE YOUR ONLINE STORE

Create your online store with Shopify using an exclusive discount for Side Hustle School listeners. For a limited time, get a free 21-day trial and a 10% discount for a whole year.

Many Side Hustle School listeners are building sites using Shopify's easy-to-learn platform. Try it free today! Learn More

Sponsors & Gratitude

Learn More With Skillshare!

Supporting the sponsors keeps the show free. Today’s episode of Side Hustle School is brought to you by Skillshare. 📷

Skillshare is giving Side Hustle School listeners 2 months of unlimited access—for $0.99! Join the 2 million students learning everything from street photography to SEO on Skillshare today!
Get Started Here!

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.


Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau

Q&A: “When’s the best time to start a seasonal business?”

What It’s About

‘Tis the season to start a seasonal side hustle.

Notes from Chris

Episode 2159

Little known fact about Jeff Bezos: he got his start selling Christmas trees. Why didn’t he stick with it? Because he found something just a bit more profitable. Maybe one problem was that Christmas trees did not ship well. Also, no one wanted Christmas Tree Prime—it was a total flop.

But also, Christmas trees are a seasonal business.

If you’re not trying to be Jeff Bezos, you still might want a business that only operates one part of the year. In that situation, when is the best time to start ramping up?

“This is Melissa from Bloomington, Indiana. I have an idea for a side business that’s probably too late for this year. I actually thought of it while listening to one of the archive episodes about a woman who wrote personalized letters from Santa.

Like I said, I think I’ll need to wait a while, but being too late for this year means I can plan ahead for 2023. Without getting into the details of the specific idea, imagine I had to have everything ready to go by December 1. When should I start working on it to hit that deadline?”

Listen to today’s episode to learn more…

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

GET $625 IN FREE TRAVEL

Earn 50,000 travel rewards points (enough for 2 round-trip plane tickets or $625 in travel credit). You'll also earn 2x points on all travel and dining spend, with zero foreign transaction fees.

I use this card every day all over the world! ✈️ Learn More

CREATE YOUR ONLINE STORE

Create your online store with Shopify using an exclusive discount for Side Hustle School listeners. For a limited time, get a free 21-day trial and a 10% discount for a whole year.

Many Side Hustle School listeners are building sites using Shopify's easy-to-learn platform. Try it free today! Learn More

Sponsors & Gratitude

Learn More With Skillshare!

Supporting the sponsors keeps the show free. Today’s episode of Side Hustle School is brought to you by Skillshare. 📷

Skillshare is giving Side Hustle School listeners 2 months of unlimited access—for $0.99! Join the 2 million students learning everything from street photography to SEO on Skillshare today!
Get Started Here!

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.


Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau

First $1,000: “From TaskRabbit to $4,000/month…”

What It’s About

This handyman earns up to $4,000/month on the side. 🛠️

Notes from Chris

Episode 2158

Today’s episode is part of a new feature we’re doing in 2022 called ‘Your First $1,000.’ As you might surmise from the title, this is all about how someone made their first $1,000.

How did they get to that point? Not their first $100,000—that’s cool, but it would probably be a long story.

One thing I’ve learned is that once you begin to earn real money, the steps required to go to the next level—whether it’s $1,000 to $2,000, or even to $5,000 or $10,000 are often easier than that first real paycheck.

With that in mind, today’s feature comes from Lawrence in central California. He’s built a thriving business as a handyman, first on Task Rabbit and now entirely on his own.

But what about his first $1,000—how did he make that happen, what did it feel like, and what did he learn?

Let’s hear it from Lawrence.  

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

WEB HOSTING @ $2.49/MONTH

Want to build any kind of website for your hustle? If so, you'll need somewhere to host it! This is the reliable company I've used for many websites. It's cheap, flexible, and offers support 24-7.

Get your own hosting plan for just $2.49 a month!
Learn More

GET $625 IN FREE TRAVEL

Earn 50,000 travel rewards points (enough for 2 round-trip plane tickets or $625 in travel credit). You'll also earn 2x points on all travel and dining spend, with zero foreign transaction fees.

I use this card every day all over the world! ✈️ Learn More

Sponsors & Gratitude

Don't Do Business Without It

Side Hustle School is brought to you by American Express.

No matter what you do in business, from working nine-to-five to working five-to-nine, it’s easier when you don’t go it alone. Get the powerful backing of American Express—don't do business without it! 💳 Visit American Express

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.
Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau

Q&A: “I’m ready for more passive income…”

What It’s About

I’m tired of working for the money—how can the money work for me?

Notes from Chris

Episode 2157

Our caller today is looking for something that you might want, too. I don’t usually like to generalize, but in this case, what he wants is… passive income. So, yeah, I’m guessing you might appreciate more of that as well.

It’s also a success story, because his side hustles since being part of the Side Hustle School community are bringing in more than $50,000/year. Whoo hoo!

I love hearing these reports—and I want to get one like that from you as well. Still, as Roger says, he wants more of this income to be passive, because he’s doing a lot of work. So how can he (and perhaps some of our listeners) go to the next level?

“Hi Chris, this is Roger. I’ve been listening since the beginning, and I’m happy to report that I’ve taken real action.

I’ve lost count of the number of side hustles I’ve started and walked away from, but the good news is I’ve stuck with three of them.

All told, they’ve increased my income more than $50,000 a year, which has allowed me to prepay much of my mortgage, take vacations, and worry a lot less about losing my job. So, thank you for that!

You might be wondering what the problem is. Well, there actually IS a problem: all of these projects take a lot of work. Not just the brainstorming or setup work, but actual operations. In fact, none of them provide any real sort of passive income. Now that I’ve been doing this a while, I realize that’s what I really need.

So what do I do to go from working hard and making extra money to working less hard but still making extra money?

I’m ready to go to the next level, so don’t be afraid to give me a homework assignment.”

Listen to today’s episode to learn more…

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

GET $625 IN FREE TRAVEL

Earn 50,000 travel rewards points (enough for 2 round-trip plane tickets or $625 in travel credit). You'll also earn 2x points on all travel and dining spend, with zero foreign transaction fees.

I use this card every day all over the world! ✈️ Learn More

CREATE YOUR ONLINE STORE

Create your online store with Shopify using an exclusive discount for Side Hustle School listeners. For a limited time, get a free 21-day trial and a 10% discount for a whole year.

Many Side Hustle School listeners are building sites using Shopify's easy-to-learn platform. Try it free today! Learn More

Sponsors & Gratitude

Learn More With Skillshare!

Supporting the sponsors keeps the show free. Today’s episode of Side Hustle School is brought to you by Skillshare. 📷

Skillshare is giving Side Hustle School listeners 2 months of unlimited access—for $0.99! Join the 2 million students learning everything from street photography to SEO on Skillshare today!
Get Started Here!

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.


Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau

Q&A: “Every time I start to make progress, I hold back…”

What It’s About

I keep getting in my own way. Is it just me?

Notes from Chris

Episode 2156

Do you ever feel like you’re holding yourself back from greatness? If so, you just need to sign up for my premium greatness coaching program…

Alright, real talk: a listener has a question about how every time they start to make progress, they find themselves holding back, maybe even sabotaging themselves. What can be done in this situation?

Even though I joke about my premium greatness coaching program, I too sometimes feel like this. Let’s see if we can help Jennifer, our caller, and—just maybe—somebody else out there.

“This is Jennifer and I’m calling in from Boston.

My question is a lot like the ones you’ve featured on imposter syndrome or otherwise getting in your own way—but it also feels a little different. I’ve been trying to start a side hustle for years, and every time I start to make progress, I hold back. It’s like I don’t allow myself to succeed, or even to fully try.

I’ve thought about this a lot and even asked my therapist why I keep returning to this pattern. Part of it is fear of change—or at least that’s what the therapist said—but I really do want to move past it.

Whatever the origin is, how can I push through this wall? Thanks for any advice you have. .”

Listen to today’s episode to learn more…

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

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Resources

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Sponsors & Gratitude

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Supporting the sponsors keeps the show free. Today’s episode of Side Hustle School is brought to you by Skillshare. 📷

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It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.


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To infinity and beyond,

Chris Guillebeau

Failure Friday: “I never should have borrowed money to invest…”

What It’s About

Is it ever a good idea to borrow money from a friend? (Spoiler: no.)

Notes from Chris

Episode 2155

I believe we can learn as much from failure as we can from success, if not more. It’s with this principle in mind that I offer you a weekly segment called Failure Friday: a collection of short stories all about mistakes, missteps, disasters, and of course, failure.

 

Just like our Throwback Thursday segment, you’ll hear directly from side hustlers who have struggled to get something off the ground. They’ll tell you a short story of something that went very wrong.

The stories will vary, but often it starts with an idea, what they thought would happen and what really happened—and of course, what they learned.

Today’s short story features David from Phoenix, Arizona.

Let’s hear from him about one of those struggles… I’ll be back at the end to wrap us up. 

 


 

SEE ALSO:

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,

cg-sig-newsletter


Download Episodes By Months Season 6 (2022): JAN | FEB | MAR | APR | MAY | JUN | JUL | Season 5 (2021): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 4 (2020): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 3 (2019): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 2 (2018): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC | Season 1 (2017): JAN | FEB | MAR | APR | MAY | JUN | JUL | AUG | SEP | OCT | NOV | DEC |

Resources

CREATE YOUR ONLINE STORE

Create your online store with Shopify using an exclusive discount for Side Hustle School listeners. For a limited time, get a free 21-day trial and a 10% discount for a whole year.

Many Side Hustle School listeners are building sites using Shopify's easy-to-learn platform. Try it free today! Learn More

GET YOUR FIRST 1,000 EMAIL SUBSCRIBERS

Social media is nice, but building an email list is still the single best way to get customers and clients for your hustle. It's not hard to get started—sign up for a 30-day trial and join the list-building challenge! You’ll be up and running in no time. Learn More

Sponsors & Gratitude

Don't Do Business Without It

Side Hustle School is brought to you by American Express.

No matter what you do in business, from working nine-to-five to working five-to-nine, it’s easier when you don’t go it alone. Get the powerful backing of American Express—don't do business without it! 💳 Visit American Express

Like the Show? Leave a Rating!

Side Hustle School is for you! If you’re enjoying it, please take a quick moment to leave a rating or write a quick review. It's really easy and it makes a difference! ✅

It also makes a huge difference when you tell your friends about the show. Remember, it's 100% free and listener-supported.
Here's How

Keep in Touch

There’s a new story every single day on Side Hustle School. Episodes are produced to be short and to the point—I know you’re busy. Be sure you subscribe to get instant notification of the day’s broadcast!


To infinity and beyond,

Chris Guillebeau