First $1,000: Career Coaching for Veterans

What It’s About

This veteran turns his hard-earned knowledge toward helping others—and getting paid.

Notes from Chris

Episode 2599

Today’s episode is part of a feature we call ‘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 Samuel in Hampton, Virginia. 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 Samuel. 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: “How much can you earn for each YouTube video?”

What It’s About

Let’s cut to the chase: how much do YouTube video creators get paid??

Notes from Chris

Episode 2598

Today’s episode of Side Hustle School takes us into the great outdoors, at least virtually. We’re joined by Gavin from Bend, Oregon, who’s gearing up to start a YouTube channel centered around outdoor adventures. But before he jumps into the wild world of YouTube, Gavin’s got some practical questions about the financial side of content creation.

He’s particularly curious about how much creators typically earn per video and what factors might influence these earnings. This insight is crucial for him to strategically plan his time and resources.

“I’m Gavin from Bend, Oregon, and I’m in the early stages of planning a YouTube channel focused on outdoor adventures. Before diving in, I’m curious about the financial aspect of content creation on YouTube. Specifically, how much do creators typically earn per video, and what factors influence these earnings? Understanding this could help me in budgeting my time and resources for content production.”

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: “How can I start putting ads in my newsletter?”

What It’s About

The newsletter’s going well—is it time to add a new revenue model to it?

Notes from Chris

Episode 2597

Today on Side Hustle School, we’re diving into the world of newsletter monetization with Chloe from Eau Claire, Wisconsin.

She’s dedicated the past two years to building a newsletter focused on sustainable living, which has now garnered a substantial and loyal readership. With this success, she’s exploring monetization options, specifically selling ad space.

However, Chloe faces a common challenge: how to attract advertisers and incorporate ads without compromising the trust of her readers and the integrity of her sustainable living content.

“Hi, I’m Chloe from Eau Claire, Wisconsin. I’ve been nurturing a newsletter centered on sustainable living for the past two years, and it’s amassed a loyal following. Seeing its growth, I’m now considering monetizing it by selling ad space. What’s the best way to approach potential advertisers, and how can I integrate ads into my newsletter in a way that maintains the trust of my readers and the integrity of my content?”

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 banned on LinkedIn!”

What It’s About

Don’t do this on LinkedIn. 🙂

Notes from Chris

Episode 2596

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 Ben from La Jolla, California. As you might guess, his business has had a couple of challenges.

Let’s hear from them 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

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: Virtual Assistant for Nomadic Employees

What It’s About

This VA has found the perfect, nomadic niche.

Notes from Chris

Episode 2595

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 a freelance grant writer who stands out in the complex world of grant proposals. Since we last heard from her, she’s expanded her services and is making an impact in the non-profit sector.

Today, in our latest feature, we’ll hear from a virtual personal assistant who carved a unique niche between individual freelancing and comprehensive services like Remote Year, offering tailored assistance to digital nomads.

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…

 


 

 

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: “Musical instruments from recycled materials…”

What It’s About

How can we get these cool instruments from India into hands of musicians and collectors worldwide?

Notes from Chris

Episode 2594

Welcome back to the podcast! Our caller today hails from Mumbai, India. He has an interesting business idea—creating and selling unique, hand-crafted musical instruments made from recycled materials.

I’m excited to hear how he plans to source and build these instruments and how he plans to market them to potential customers … or actually, does he know? Maybe that’s part of what he’s looking for help with.

“My name is Sagar, and I’m calling from Mumbai, India. I’m interested in starting a company that creates and sells unique, hand-crafted musical instruments made from recycled materials. As someone who is passionate about music and environmental sustainability, I believe this idea could resonate with a wide audience in both India and the west. That said, I have no idea how to market these products. Exporting also seems like a big difficulty in getting started. What would you suggest?”

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: “How do you start with no audience?”

What It’s About

She’s got a vision—but if she builds it, will customers follow?

Notes from Chris

Episode 2593

Today’s episode of Side Hustle School brings us Maya from Fargo, North Dakota. Maya has a flair for creating natural skincare products and is ready to transition her passion into an online business. However, she faces a common hurdle many entrepreneurs encounter: starting from ground zero with no audience or customer base.

Having found our podcast in her search for marketing strategies for startups, Maya is now looking for actionable steps to build her audience from the ground up and effectively market her homemade skincare line.

“I’m Maya from Fargo, North Dakota. I have a passion for creating natural skincare products and want to turn this into an online business. However, I’m starting with no audience or customer base. How do I build an audience from scratch and effectively market my homemade products? I came across your podcast while searching for marketing strategies for startups.”

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: Stock Market Blog Sees High Returns

What It’s About

An investing blog that encourages caution and due diligence.

Notes from Chris

Episode 2592

Today’s episode is part of a feature we call ‘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 Chris in Long Island, New York. He’s a financial enthusiast who launched a stock market analysis blog and vlog, emphasizing the importance of responsible investing and treating the stock market as a hobby rather than a get-rich-quick scheme.

Let’s hear it from Chris. 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: “Avoiding scams on Facebook Marketplace…”

What It’s About

Look out for these common problems with reselling on Facebook Marketplace.

Notes from Chris

Episode 2591

Hello and welcome back to Side Hustle School. Today’s question comes from Tyler in Flagstaff, Arizona. Tyler has been using Facebook Marketplace to sell items but has recently run into a series of scam attempts, which have understandably made him cautious.

He’s looking for strategies to protect himself and his buyers from such scams and wants to know how to ensure a secure transaction process on the platform.

“This is Tyler from Flagstaff, Arizona. I’ve started selling stuff on Facebook Marketplace but recently encountered a bunch of scam attempts. For example, when I tried to sell a couch, I had from three different people who said they wanted to buy it sight unseen. They each said they’d be sending someone to pick it up, but it all seemed sketchy and of course no one ever arrived.

These experiences have made me cautious. What strategies can I employ to safeguard against scams, and how can I ensure a secure transaction process for both myself and my buyers on this platform?”

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 podcast download numbers dropped.”

What It’s About

Apple has made some changes that affect podcasters. What can be done?

Notes from Chris

Episode 2590

In this episode of Side Hustle School, we’re tackling a pressing issue in the podcasting world: recent changes by Apple that have left many podcasters, including show hosts and producers, grappling with new challenges.

Apple’s shift in download analytics and the decision to stop automatic episode downloads have significantly impacted how podcasters like our listener, Noah, understand and measure their audience engagement and growth. This episode is dedicated to exploring alternative metrics and tools, as well as adapting content strategies in response to these industry changes.

“I’m Noah from Duluth, Minnesota, and I’ve been publishing my history of religion podcast for nearly two years. I was relying heavily on Apple’s download analytics to understand my audience, but recent changes have thrown me off. This shift is making it difficult to measure listener engagement and growth accurately.

In addition, the company also stopped automatically downloading episodes to people’s phones, which caused a big drop in my numbers. What alternative metrics or tools can I use to effectively track my podcast’s performance, and how can I adapt my content strategy to the new world of podcasting?”

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