Side Hustle School

Side Hustle School

By Chris Guillebeau
Download on the App Store

Side Hustle School episodes

  • Q&A: “How do I license calming coloring pages to wellness apps?”
    What It’s About
    Can calming coloring pages move from hobby sales to major licensing contracts??

    Notes from Chris
    Episode 3205

    Adult coloring isn’t a fad; it’s clinically studied anxiety relief. Wellness apps scramble for daily “engagement loops”—breathing timers, journaling prompts, and yes, coloring screens.

    Today’s guest’s ornate mandalas already sell retail, but B2B licensing could 10× her revenue in one transaction. The leap from Etsy vendor to content partner means thinking like a media studio: bundles, usage rights, and ROI metrics. Let’s craft that bridge.

    “During pandemic lockdowns I started drawing intricate mandalas, scanned them, and opened an Etsy shop selling printable coloring pages. They sell steadily at two or three bucks each, but it takes a lot of $2 sales to pay rent. I’ve noticed meditation and mental-health apps adding coloring features for user engagement, and that gave me an idea: instead of retail PDFs, could I license entire bundles to those platforms? I have no clue how to price that, what usage rights to offer, or even who to pitch. How does bulk licensing actually work?”

    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,

      <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

      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
      <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
      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

      Say Hi

      From your favorite airport

      To infinity and beyond,

      Chris Guillebeau
      8 min
    • TBT: The Secret Author Behind Your Favorite Romance Novel
      What It’s About
      The secret writer behind bestselling romance novels isn’t on the cover—but she’s cashing the checks.

      Notes from Chris
      Episode 3204

      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 former apartment manager turned their real estate experience into a profitable template shop for landlords—helping them boost revenue without buying new properties.

      Today, in our latest feature, we’ll hear from the secret writer behind bestselling romance novels. She isn’t on the cover—but she’s cashing the checks

      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,

        <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

        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
        <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
        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

        Say Hi

        From your favorite airport

        To infinity and beyond,

        Chris Guillebeau
        8 min
      • Underwear Side Hustle Turns Into $500,000/Month Business
        What It’s About
        What started as a quirky shirt idea became a booming underwear empire

        Notes from Chris
        Episode 3203

        In today’s story…

        … Despite having no background in fashion, two women set out to make underwear for different sizes and body shapes.

        When their project “hits,” they go all-in.

        It now brings in half a million dollars a month and employs 15 people. But remember, it all started as a side hustle.

        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,

          <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

          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
          <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
          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

          Say Hi

          From your favorite airport

          To infinity and beyond,

          Chris Guillebeau
          8 min
        • Q&A: “Can a ‘tech deals’ newsletter really make money?”
          What It’s About
          A newsletter that turns lifetime deals into lifetime income—possible or pipe dream?

          Notes from Chris
          Episode 3202

          Software nerds love a bargain: AppSumo, StackSocial, limited-time lifetime deals. But scrolling Twitter threads isn’t a business. Miguel already curates the good stuff for free; now he wonders if curation can bankroll itself.

          The big hurdles? (1) Building an email list large enough to move affiliate links, (2) convincing skeptical subscribers he’s not shilling junk, and (3) deciding when to introduce a paid tier without tanking growth. Let’s design a runway from “fun tweets” to four-figure months.

          “I’m the friend in every group chat who drops last-minute coupon links when a new software launches. Over the past year I’ve tweeted hundreds of ‘lifetime deals,’ and the threads get decent traction—but they earn me zero dollars. A buddy keeps saying, ‘Turn this into a newsletter and add affiliate links—you’ll be printing money!’ Trouble is, I’m not sure how big a list I need, what commission rates actually look like, or how to keep readers from thinking I’m just spamming junk. Can a curated SaaS-discount newsletter cover more than coffee money?”

          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,

            <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

            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
            <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
            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

            Say Hi

            From your favorite airport

            To infinity and beyond,

            Chris Guillebeau
            6 min
          • First $1,000: Weekend ASL Crash Courses for Hospitality Staff
            What It’s About
            This interpreter turned a front-desk struggle into a $1,000 workshop hustle.

            Notes from Chris
            Episode 3201

            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,

              <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

              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
              <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
              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

              Say Hi

              From your favorite airport

              To infinity and beyond,

              Chris Guillebeau
              9 min
            • Weekend Workshop: From Utah Piano Teacher to Digital Nomad
              What It’s About
              How a piano teacher’s biggest headache became a $360,000/year online business.

              Notes from Chris
              Episode 3200

              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,

                <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

                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
                <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
                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

                Say Hi

                From your favorite airport

                To infinity and beyond,

                Chris Guillebeau
                8 min
              • Q&A: “How do I handle a non-compete that hurts my side hustle?”
                What It’s About
                Promotion vs. Passion Project: What to do when a contracts blocks your hustle.

                Notes from Chris
                Episode 3199

                Non-compete clauses used to belong in tech startups and C-suites. Now they sneak into mid-level offers—especially when management roles touch product strategy. Michael’s employer sells nothing automotive, yet the boilerplate clause sweeps a huge industry and threatens his profitable detailing-kit brand.

                The good news: companies often include blanket language they’re willing to narrow once you ask. The key is knowing what’s negotiable, what’s enforceable in your state, and how to approach HR without sounding adversarial.

                “My evening side hustle—selling custom car-detail kits—has exploded to half my salary in just nine months. Great news, except my day job just offered me a promotion into management, and the contract comes with a stricter non-compete that broadly covers ‘automotive accessories and supplies.’ I don’t want to sabotage my career or burn bridges, but I also don’t want to put the brakes on my fast-growing hustle. How do I navigate this conversation with HR or legal, and is there room to negotiate carve-outs so everyone stays happy?”

                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,

                  <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

                  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
                  <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
                  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

                  Say Hi

                  From your favorite airport

                  To infinity and beyond,

                  Chris Guillebeau
                  7 min
                • Q&A: “I went viral, but now I can’t meet demand!”
                  What It’s About
                  Going viral feels great… until the backlog hits. Here’s how to keep buyers happy.

                  Notes from Chris
                  Episode 3198

                  Going viral is every maker’s dream—until it morphs into a logistical nightmare. One minute this side hustler is sewing in her living room; the next she’s staring at 500 orders and a five-day shipping promise she can’t meet. The real danger isn’t refunding money; it’s refunding trust.

                  Let’s break down how to hit the brakes without skidding, keep buyers on your side, and turn an impossible queue into a wait-list that fuels the next stage of growth.

                  “Last weekend a TikTok clip of my hand-printed tote bags racked up two million views (I know!), and overnight I woke up to nearly 500 paid orders. Sounds amazing—except I can realistically sew maybe 40 totes a week. The store says shipping in five days, the emails are piling up, and I’m terrified of wrecking my brand with delays or sloppy quality. How do I keep customers happy, refund the right way if needed, and protect my reputation when demand has completely outpaced production?”

                  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,

                    <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

                    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
                    <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
                    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

                    Say Hi

                    From your favorite airport

                    To infinity and beyond,

                    Chris Guillebeau
                    7 min
                  • TBT: Turning Property Management Experience Into Digital Products
                    What It’s About
                    From late-night tenant calls to passive PDF sales: how landlord templates became a side income stream.

                    Notes from Chris
                    Episode 3197

                    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 London-based side hustler launched a service to help aspiring film crew members get their first jobs and union credentials—and how they’re now planning to expand to Los Angeles and Vancouver.

                    Today, in our latest feature, we’ll hear how one former apartment manager turned their real estate experience into a profitable template shop for landlords—helping them boost revenue without buying new properties.

                    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,

                      <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

                      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
                      <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
                      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

                      Say Hi

                      From your favorite airport

                      To infinity and beyond,

                      Chris Guillebeau
                      6 min
                    • Google Employee Makes $100,000 Using Fiverr
                      What It’s About
                      Forget $5 logos—here’s how one freelancer hacked Fiverr Pro into six figures.

                      Notes from Chris
                      Episode 3196

                      In today’s story…

                      … xxx

                      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,

                        <img class="alignnone wp-image-1825" src="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png" alt="cg-sig-newsletter" width="176" height="82" srcset="https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter-300x140.png 300w, https://sidehustleschool.com/wp-content/uploads/2017/04/CG-Sig-Newsletter.png 450w" sizes="(max-width: 176px) 100vw, 176px">

                        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
                        <img class="aligncenter wp-image-1272 size-full" src="https://sidehustleschool.com/wp-content/uploads/2017/03/ChrisGuillebeauSideHustleSchoolFull-1.jpg" width="1076" height="251">
                        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

                        Say Hi

                        From your favorite airport

                        To infinity and beyond,

                        Chris Guillebeau
                        7 min

                      About Side Hustle School

                      From the publisher's feed

                      A daily show for everyone who works a regular job and wants to start an income-earning project on the side. In each episode, listeners will hear a different story of someone who's started a side…