Q&A: “Where’s the best place to hire contractors?”

What It’s About

Should you turn to Upwork, Fiverr, or somewhere else?

Notes from Chris

Episode 2122

Outsourcing is a mythological concept in some circles. It can solve everything! In other circles it’s a disaster in the making. Lots of people hire contractors and virtual assistants and end up with all sorts of bad experiences. I’m somewhere in the middle there—I’ve worked with lots of contractors, some good and some not-so-good.

Today our caller is starting a second side hustle (apparently the first is going well enough to give him some profits to work with) and he wants to know where to find the best virtual assistants and other contractors.

“What’s up, Chris and team! I’ve been enjoying the show and am making steps towards my second side hustle. My question today is about hiring contractors: where’s the best place to do that? I think you’ve mentioned Fiverr and at least one other one, but I’m not sure of the ideal starting point. ”

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

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: “Help, my bank said I can’t open a business account!”

What It’s About

It seemed like an easy task: to open a business bank account.

Notes from Chris

Episode 2121

When it comes to money recommendations, I recommend you do a couple things. Don’t forget to set aside money for taxes, for example. What else? Oh, keep your business finances separate from your personal accounts!

So how do you do that? Well, ideally you need a separate bank account. This isn’t usually that hard and it should be free or close to free. There also isn’t usually much red tape or hoop-jumping you need to do to open this account at most banks or credit unions. But a listener has encountered a problem—their bank won’t let them!

“I thought it would be a good idea to have a separate business account for my side hustle, but I ran into a problem when I went to the bank. After waiting nearly an hour to talk to someone, they said that I didn’t qualify because my business wasn’t registered properly.

I thought you don’t need a license for most simple businesses like mine! Now I’m annoyed at the bank but also a little worried that I’ve been doing something wrong. Have you heard of this happening before? ”

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

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 anniversary sale was an epic fail…”

What It’s About

Don’t get cocky over there.

Notes from Chris

Episode 2120

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 Thomas from Maryland. He started a membership site that was going very well, but unfortunately he took his eye off the ball.

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

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: “It’s like a gym you only pay for if you don’t go…”

What It’s About

Better show up to work out … if not, you’ll pay.

Notes from Chris

Episode 2119

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.

Last week, we heard from Brian Sonia-Wallace in West Hollywood, California. He’s the founder of Rent Poet, offering Typewriter Poetry for Events & Custom Commissions.

Today, in our latest feature, we’ll hear from Justin in Raleigh, North Carolina. He’s the founder of Lazy Jar, an app that makes fitness pay—at least for the developer! The tagline is “It’s like a gym where you only pay if you don’t go.”

What’s happened since we first heard from him long ago and pre-pandemic? Let’s hear directly from Justin. 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 Justin for sharing his updates with us. Check out his website at LazyJar.com.

 

SEE ALSO:

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

Yours in the revolution,

cg-sig-newsletter

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 make and sell firefighter merch…”

What It’s About

This question is on fire!

Notes from Chris

Episode 2118

Shoutout to all firefighters and other first responders out there! Today we’ll hear from one of them—a firefighter, that is. He wants the same thing that everyone who listens to this podcast wants: extra income on the side, preferably passive and stress-free income. Might as well ask for what you want, you know?

As Joe notes, firefighters have an unusual schedule that consists of peak action when they’re out on a job, and a lot of time to chill when they’re sitting around the station. He’s got an idea to put some of that time to use. Let’s hear from him and see if we can offer anything helpful.

“Hey Chris, it’s Robert from Cincinnati. I’m a firefighter, and we’re always looking at ways to raise money for the station. I’m also looking for ways to make extra money on the side (don’t tell my chief!). The thing is that we have a lot of down time when no calls are coming in. Lots of guys play Xbox or lift weights; I spend the time reading about side hustles and studying for my real estate license.

This brings me to my question: I’d like to develop some print-on-demand “support your local firefighter” merch. It looks like I can do this with Amazon and a few other platforms, though of course Amazon is the biggest. What’s the best way to make this more targeted, and how do I find customers?”

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

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: “I want to sell AI-generated art from DALL-E…”

What It’s About

I think I’m Picasso, but no one recognizes my talent.

Notes from Chris

Episode 2117

You can make all kinds of things using AI art tools like Midjourney and DALL-E. If you haven’t seen this yet, it’s pretty cool. You just type in a sentence and the AI engine creates an original image—not just searching a database, but creating something new. I’ve been playing around for it as I work on my next book and it’s fun and scary.

Today’s caller wants to know about the business usage of AI-generated art. Can you just sell it? If so, let’s get selling because it’s really easy to make…

“Hi, this is Roger from Maine and I’ve been enjoying the show for several years. I hope to have a story to contribute at some point.

In the meantime, I’ve been using DALL-E to make AI art. It’s a lot of fun and it’s also made me wonder about the business usages of it. Can artists sell the work they produce with AI? Do they have to tell people it was made with AI, or does that even matter?

It feels like a whole new world, and I’m curious what you think of the commercial aspect of these things. Thanks a lot and best wishes to everyone else out there.”

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

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: “My sister and I made this game to honor our dad…”

What It’s About

Look up at the stars … with this digital app and analog board game.

Notes from Chris

Episode 2116

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 Alli. Together with her sister, she’s making a combination board game and app that teaches people about the stars.

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

Let’s hear it from Alli. 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

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: “Like an airport lounge, just in a mall…”

What It’s About

Let’s go to the mall and drink free chardonnay!

Notes from Chris

Episode 2115

Today’s caller has just come from an airline lounge—one of the better ones, it sounds like. He has an idea to take the concept and introduce it in his local shopping mall. Is this a winning idea or should it be retired like Radioshack, Pier One, Sam Goody’s, Toys R Us, and Sharper Image?

(Those are just a few of the stores I found on a list of failed retailers that are no longer in business.)

“I got to visit my first airline lounge recently, and I thought it was really cool. They had free drinks, and even some food that wasn’t terrible. They even had a Peloton you could use for a quick workout between flights—awesome!

I get why airports are an ideal location for these kinds of spaces, but might they work elsewhere?”

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

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: “My biggest problem is low self-confidence…”

What It’s About

Have you ever felt like you’re holding yourself back?

Notes from Chris

Episode 2114

Today’s caller has a detailed technical problem … no, wait—they have imposter syndrome, which they describe as a limiting belief of low self-confidence. Have you heard of that? Do you have that?

Let’s hear from them and consider what can be done.

“I have a problem that has nothing to do with making a website or asking for a sale. I’m actually pretty good at logistics and can figure things out along the way.

My problem is one that most of your stories don’t seem to experience: a lack of self-confidence. I just don’t feel that I’m good enough to take action on following my dreams, even if the dream is fairly simple. This is a limiting belief but I don’t know how to move past it.

Have you ever heard of anyone in this situation? I’m really hoping you have some advice to help me get over my insecurities!”

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

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: “I got sucked into hosting an MLM party…”

What It’s About

No one wants to hear about a “great opportunity” in MLM.

Notes from Chris

Episode 2113

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 Jordan from Virginia. She learned a hard and awkward lesson: no one wants to come to your network marketing party. Don’t do it!

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

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