Q&A: “When is business coaching worth the cost?”

What It’s About

When does paying thousands for a business coach actually beat cheaper fixes and free advice?

Notes from Chris

Episode 3220

Plenty of makers hit the same wall: sales level off, you tweak photos, you test ads, nothing budges. Then a glossy Instagram ad offers “one-on-one coaching to six figures” for the exact amount that would restock your entire inventory.

How do you judge if that fee buys real strategy or just cheerleading? We’ll build a down-to-earth checklist—no buzzwords—so you can say yes (or no) with confidence

“I need a quick reality check. I’ve been juggling my Etsy jewelry biz out here in Ft. Worth, Texas. Revenue’s been stuck around $3.5K a month for nearly a year, and now a ‘scale-to-six-figures’ coach I follow is pitching a $4,000 program. That’s basically my profit for an entire quarter. How do I know if a coach like that is an investment or just an expensive pep talk? Is there a benchmark—sales plateau, free-time deficit, whatever—that says, ‘Yep, now coaching makes sense’?”

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: “Can I sell carbon-offset checks to small brands?”

What It’s About

Can a side hustler make money offering quick carbon-offset verification for small brands?

Notes from Chris

Episode 3219

Carbon offsets are supposed to balance out emissions—think funding a rainforest project to “cancel” the CO₂ from your flight. Buyers get a feel-good badge, but scandals keep surfacing about credits that never deliver the promised impact.

Early 2023 reporting by The Guardian and others revealed that many rainforest-protection offsets—used by airlines and coffee chains alike—were wildly over-credited or even worthless. Big corporations responded by hiring six-figure audit firms. Small brands and solo creators can’t afford that, yet they still tout “carbon-neutral” products on Instagram.

Today, a caller sees the credibility gap: offer a quick, affordable check that validates a customer’s offsets before critics (or regulators) call them out. Let’s see if that service can be both helpful and profitable without burying Mateo in paperwork.

“During my sustainability-management master’s, I learned a lot about carbon accounting. I’ve noticed eco-conscious people and companies brag about ‘offsetting’ their flights or packaging, but no one checks whether their credits are legitimate. I’m wondering if there’s a market for a small, third-party verification service—basically auditing an individual’s or small brand’s carbon offsets and issuing a simple validation report they can share online. Would anyone pay a few hundred dollars for that peace of mind, or do only large corporations buy certification? And how would I scope the work so I’m not drowning in paperwork for a tiny fee?”

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

TBT: I Built a Supplement Guide People Actually Trust

What It’s About

One TikTok video about magnesium grew into a $40k trusted supplement guide business.

Notes from Chris

Episode 3218

Welcome to Throwback Thursday, where we take an in-depth look at someone who’s story has evolved considerably since we first featured them.

Last week, we heard how a side project built over a single weekend turned into a surprisingly steady income stream—thanks to a janky but useful Chrome extension with 5,000 loyal users.

Today, in our latest feature, we’ll hear how a side hustler built a trustworthy supplement guide from one TikTok video, turning it into a $40,000 affiliate business.

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

Aussie Stretches Out with Online Store for Tall Women

What It’s About

An Aussie entrepreneur turns her 6’3” struggle into a global fashion brand for tall women.

Notes from Chris

Episode 3217

In today’s story…

… Many people who are differently sized or particularly tall or short feel ignored by the fashion world.

In Melbourne, Australia one woman was fed up with the inability of finding clothes that fit her 6’3” frame. You’ll never guess what she decides to do… okay, she decides to address the problem and start her own eCommerce shop specializing in clothes for tall women around the world. Her store reaches tall heights and she has high ambitions.

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 I avoid a garage full of unsold kits?”

What It’s About

How can a first-time inventor sell bike toolkits without ending up buried in unsold stock?

Notes from Chris

Episode 3216

Manufacturing is unforgiving: pay up front, hope for buyers later. Content-driven “audience first” gurus preach patience—but bikes don’t fix themselves on hype alone. Jonah’s toolkit might be brilliant, yet without proof of demand he risks a garage full of metal. Today we’ll craft a lean hybrid: build just enough audience to fund preorders, prove demand before big spend, and scale both simultaneously.

“I’ve designed a compact bike-repair toolkit that I believe is a game-changer. I know some people say I need a big audience before launching, but building content for months with zero revenue feels risky. On the other hand, if I manufacture without demand, I could end up with a garage full of unsold kits. I need some help! Which approach wins for a physical product: audience first, product first, or some hybrid—and how do I decide based on limited budget and time?”

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: Board-Game Date Nights in a Café Basement

What It’s About

A board-game fan turned a dusty café basement into sold-out $45 date nights.

Notes from Chris

Episode 3215

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.

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 today’s story. 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

Weekend Workshop: From Spreadsheets to Six Figures

What It’s About

He turned everyday Excel tips into a $200k global business teaching career success.

Notes from Chris

Episode 3214

It’s Weekend Workshop, and it’s new!

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: “Can I monetize a college scholarship database?”

What It’s About

Can a verified scholarship database really turn a simple spreadsheet into $50k a year?

Notes from Chris

Episode 3213

Tuition climbs, FAFSA shocks families, and “free money” searches explode every spring. Tasha’s private spreadsheet already saves her consulting clients thousands. Packaging that intel could democratize the help and fund Tasha’s own college savings plan. The keys: data freshness, credibility, and a pricing model that feels like a no-brainer next to tuition bills.

“I’m a part-time college-aid advisor, and over the past five years I’ve collected a spreadsheet of about 500 super-quirky scholarships—stuff like ‘left-handed flute players’ or ‘students who knit.’ My consulting clients love it, but I keep thinking the list itself could become a product. Parents are desperate for free-money leads, yet they hate paying for databases riddled with expired links. If I turned my spreadsheet into a subscription site, how would I price it, keep the data fresh, and convince families it’s not just another dead-link directory?”

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: “Will people pay for AI-optimized resumés?”

What It’s About

Can an AI-plus-human résumé service really beat bots and overpriced writers?

Notes from Chris

Episode 3212

The resumé writing space is a noisy bazaar: Fiverr gigs churn out generic templates for lunch-money prices, while boutique coaches charge rent-level fees. Lena wants to blend AI speed and recruiter insight, landing in the middle—high enough to signal value, low enough to scale. But buyers need proof they’ll actually get interviews, not automated word soup. Let’s map the sweet spot..

“I’ve been an in-house HR manager for years and I’m experimenting with GPT prompts plus ElevenLabs voice notes to rewrite résumés so they sail through applicant-tracking systems. There are $20 DIY tools and $500 premium writers—where do I fit? How do I price, prove results, and keep clients from thinking it’s ‘just AI’?”

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

TBT: Built in a Weekend, Used by Thousands

What It’s About

A weekend project turned into a Chrome extension with 5,000 users and a steady $400–600/month income.

Notes from Chris

Episode 3211

Welcome to Throwback Thursday, where we take an in-depth look at someone who’s story has evolved considerably since we first featured them.

Last week, we heard how how one fanfiction writer went pro—now earning five figures per project ghostwriting for bestselling romance authors who don’t want their names published.

Today, in our latest feature, we’ll hear how a side project built over a single weekend turned into a surprisingly steady income stream—thanks to a janky but useful Chrome extension with 5,000 loyal users.

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