Side Hustle School podcast

5:41

What It’s About A new idea for home inventory services. Notes from Chris Episode 3093 Most people don’t think about home inventories until it’s too late—after a fire, flood, or break-in when they have to list everything they lost for an insurance claim. That’s where a home inventory business comes in: a service that helps homeowners, renters, and families document their belongings in advance. Laura from St. Louis is considering launching a business doing exactly this. She’d provide a professional service to photograph and record valuables for insurance and estate planning purposes. But she’s unsure if there’s a market for it or how to get paying clients. So, is this a real opportunity? Could this be a profitable side hustle, or is it just something that sounds useful but isn’t in high demand? Let’s break down the market, potential challenges, and how to approach it strategically. “Hey Chris, this is Laura from St. Louis. I’ve been thinking about starting a home inventory service where I document and photograph people’s belongings for insurance and estate planning purposes. The idea is to help homeowners, renters, and families create detailed records in case of theft, damage, or legal issues. It sounds like something people might need, but I’m not sure if there’s actually a market for it—or how to find paying clients. Is this a viable side hustle, and if so, how would I go about turning it into a business?” Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line : What shall it profit a man to gain the whole world but not sell any t-shirts? This designer cast his bread upon the waters and ended up with a profitable fashion line. Seattle Couple Creates New “Income LiveStream” : When a married couple runs into logistical problems at their wedding, it leads to an innovative service that other engaged couples need during the pandemic. Role-Playing Pastor Rolls The Dice On $2800/Month Hustle : Listener success story! This Presbyterian minister turns to his lifelong interest in role-playing games to set up a sustainable second income source. Inspiration is good; inspiration combined with action is better. Now get back to work! Yours in the revolution, 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! Follow Facebook, Instagram, Twitter Email chris@sidehustleschool.com Say Hi From your favorite airport To infinity and beyond, Chris Guillebeau…

Side Hustle School

1
TBT: Digital Sticker Sales Skyrocket to $500K 7:48

4 days ago7:48

7:48

What It’s About An extremely easy—and very profitable—side hustle. Notes from Chris Episode 3092 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 side hustler who builds a thriving print-on-demand business by tapping into ultra-specific niches—like “retired paramedic” mugs—without ever spending on ads. Today, in our latest feature, we’ll hear from a graphic designer who turns her digital sticker packs for note-taking apps into a thriving, $500K eCommerce empire. Learn about her multi-platform expansion, new physical products, and key strategies that helped her keep growing without losing her creative spark. Listen to today’s episode to hear more… SEE ALSO: Raver Turns LED-Powered Gloves Into Bright Future : When a raver-turned-salesperson falls in love with an underground art form, he turns it into a successful side business. Bright Idea Leads Chicago Woman to Million-Dollar Hustle : A Chicago-based plastic recycling sales rep overcomes her fears and doubts to transform her love for DIY lamp shades and $10 in supplies into a multi-million dollar business. 3D Printing Brings Cosplay Into 21st Century : With a 3D printer and sense of imagination, a California natural gas industry worker takes superhero DIY cosplay to a whole new level. Inspiration is good; inspiration combined with action is better. Now get back to work! Yours in the revolution, 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! Follow Facebook, Instagram, Twitter Email chris@sidehustleschool.com Say Hi From your favorite airport To infinity and beyond, Chris Guillebeau…

Side Hustle School

1
Faux Taxidermy Turns Heads on Home Decor 7:39

5 days ago7:39

7:39

What It’s About Today’s story is truly near-and-deer . Notes from Chris Episode 3091 In today’s story… …What happens when a PETA-supporting, animal loving woman falls in love with a gun-owning, animal-hunting man and they decide to start a business together that somehow merges these values? Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line : What shall it profit a man to gain the whole world but not sell any t-shirts? This designer cast his bread upon the waters and ended up with a profitable fashion line. Seattle Couple Creates New “Income LiveStream” : When a married couple runs into logistical problems at their wedding, it leads to an innovative service that other engaged couples need during the pandemic. Role-Playing Pastor Rolls The Dice On $2800/Month Hustle : Listener success story! This Presbyterian minister turns to his lifelong interest in role-playing games to set up a sustainable second income source. Inspiration is good; inspiration combined with action is better. Now get back to work! Yours in the revolution, 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! Follow Facebook, Instagram, Twitter Email chris@sidehustleschool.com Say Hi From your favorite airport To infinity and beyond, Chris Guillebeau…

Side Hustle School

1
Q&A: “Can renting your car on Turo actually make money?” 6:41

6 days ago6:41

6:41

What It’s About If you’re not driving your car all the time, should you put it up on Turo? Notes from Chris Episode 3090 These days, you don’t need to own a whole fleet of rental cars to make money in the car-sharing space. Platforms like Turo allow regular people to rent out their personal vehicles, turning an everyday expense into a potential income stream. But how easy is it really? Can you actually make a decent profit, or do the costs—wear and tear, insurance, unexpected repairs—outweigh the earnings? That’s exactly what Jordan from Atlanta wants to know. Jordan is considering listing his car on Turo but is unsure if it’s worth the effort, especially since he only has one vehicle. He’s wondering how much money he can realistically make, what the hidden risks are, and whether this is a smart side hustle or more trouble than it’s worth. Let’s dive into the numbers, the risks, and the best strategies to make car-sharing work as a profitable side hustle. Whether you’ve thought about renting your car or just want to know how this business model plays out in real life, this episode will help you decide if it’s a worthwhile opportunity—or just another gig that sounds good on paper but falls apart in practice. “I’ve been looking into the idea of renting out my car as a side hustle, using platforms like Turo. It seems like a great way to make passive income, but I have some concerns. How profitable is it really with just one vehicle? What kind of risks should I be aware of, and how do I make sure I’m actually making money instead of just covering wear and tear? I’d love to hear your take on whether this is a smart side hustle or if I should look for something else.” Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line : What shall it profit a man to gain the whole world but not sell any t-shirts? This designer cast his bread upon the waters and ended up with a profitable fashion line. Seattle Couple Creates New “Income LiveStream” : When a married couple runs into logistical problems at their wedding, it leads to an innovative service that other engaged couples need during the pandemic. Role-Playing Pastor Rolls The Dice On $2800/Month Hustle : Listener success story! This Presbyterian minister turns to his lifelong interest in role-playing games to set up a sustainable second income source. Inspiration is good; inspiration combined with action is better. Now get back to work! Yours in the revolution, 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! Follow Facebook, Instagram, Twitter Email chris@sidehustleschool.com Say Hi From your favorite airport To infinity and beyond, Chris Guillebeau…

Side Hustle School

1
First $1,000: Custom Trekking Gear from a Home Printer 7:03

7 days ago7:03

7:03

What It’s About Pole grips and other hiking gear, made directly from a home 3D printer. Notes from Chris Episode 3089 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: Military Spouse Starts Subscription Box Mission : When an HR Director’s husband is away on military deployment, she uses the alone time to march toward a subscription box. Think Inside the Subscription Box : Looking for more community, a North Carolina web agency owner starts a subscription box for female entrepreneurs. It’s supposed to be a referral tool for her agency, but it ends up becoming a full-time business of its own. Nature-Loving Neighbors Create Kids Subscription Box : When two couples can’t figure out how to get their kids outdoors and away from electronics in the winter, a personal challenge blossoms into an unbeLEAFable side hustle. Inspiration is good; inspiration combined with action is better. Now get back to work! Yours in the revolution, 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! Follow Facebook, Instagram, Twitter Email chris@sidehustleschool.com Say Hi From your favorite airport To infinity and beyond, Chris Guillebeau…

Side Hustle School

1
Weekend Workshop: Look for Money Lying Under a Rock 8:03

8 days ago8:03

8:03

What It’s About Today’s episode comes from Day 25, which is all about … if you see money, pick it up! Notes from Chris Episode 3088 It’s Weekend Workshop, and it’s new! Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line : What shall it profit a man to gain the whole world but not sell any t-shirts? This designer cast his bread upon the waters and ended up with a profitable fashion line. Seattle Couple Creates New “Income LiveStream” : When a married couple runs into logistical problems at their wedding, it leads to an innovative service that other engaged couples need during the pandemic. Role-Playing Pastor Rolls The Dice On $2800/Month Hustle : Listener success story! This Presbyterian minister turns to his lifelong interest in role-playing games to set up a sustainable second income source. Inspiration is good; inspiration combined with action is better. Now get back to work! Yours in the revolution, 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! Follow Facebook, Instagram, Twitter Email chris@sidehustleschool.com Say Hi From your favorite airport To infinity and beyond, Chris Guillebeau…

Side Hustle School

1
Q&A: “Should I create a free course before launching a paid one?” 7:01

9 days ago7:01

7:01

What It’s About Is it best to go straight to a paid model? Notes from Chris Episode 3087 Giving something away for free can be a great way to build trust and attract customers—but when does it actually help, and when is it just a waste of time? That’s the question Jake from Minneapolis is wrestling with. He’s developing a productivity course for freelancers and is wondering whether launching a free mini-course will help grow his audience—or if he’s just delaying revenue. Let’s break down when a free course works as a sales tool, when it backfires, and what to consider before offering one. “Hey Chris, this is Jake from Minneapolis. I’m in the process of creating an online course about productivity for freelancers, and I’ve been debating whether to launch a free mini-course first to attract an audience. I see a lot of people doing this, but I’m not sure if it actually leads to more sales or just attracts people who never intend to buy anything. Would offering a free course help me build trust and generate more customers, or am I just giving away value without getting anything in return?” Listen to today’s episode to learn more… SEE ALSO: Catholic Designer Creates Stylish Apparel Line : What shall it profit a man to gain the whole world but not sell any t-shirts? This designer cast his bread upon the waters and ended up with a profitable fashion line. Seattle Couple Creates New “Income LiveStream” : When a married couple runs into logistical problems at their wedding, it leads to an innovative service that other engaged couples need during the pandemic. Role-Playing Pastor Rolls The Dice On $2800/Month Hustle : Listener success story! This Presbyterian minister turns to his lifelong interest in role-playing games to set up a sustainable second income source. Inspiration is good; inspiration combined with action is better. Now get back to work! Yours in the revolution, 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! Follow Facebook, Instagram, Twitter Email chris@sidehustleschool.com Say Hi From your favorite airport To infinity and beyond, Chris Guillebeau…

Side Hustle School

1
Q&A: “Should I monetize my free Facebook group?” 7:03

10 days ago7:03