Side Hustle School

Side Hustle School

By Chris Guillebeau
Download on the App Store

Side Hustle School episodes

  • Q&A: “How can I wireframe a website?”
    What It’s About
    So weird—I thought websites were wireless??

    Notes from Chris
    Episode 3059
    Building a website from scratch can feel overwhelming—especially when you’re trying to get the structure right before you even start designing. One of the best ways to make the process easier is by creating a wireframe, a visual blueprint that helps you plan the layout and user experience.

    Today’s question comes from Liam in Seattle, who’s building a website for his side hustle and wants to know how to wireframe effectively without overcomplicating things. Let’s talk about why wireframing matters, which tools to use, and how to make the process smooth and stress-free.

    “Hi Chris, I’m Liam from Seattle. I’m working on a side hustle building a website for a subscription box business, but I’m stuck on how to structure the site. I’ve read that wireframing is a good first step, but I don’t really know where to start or what tools to use. How do I create an effective wireframe that helps me design a user-friendly website without getting overwhelmed by the details?”

    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: “Is it a good time to launch a meme coin?”
      What It’s About
      Is it time to bring back those adorable Shiba Inus?!

      Notes from Chris
      Episode 3058
      Meme coins have an almost mythical reputation in crypto—one viral moment, and they can skyrocket in value. But for every Dogecoin or Shiba Inu success story, there are thousands of projects that crash and burn within weeks.

      Today’s question comes from Matt in Miami, who’s been in the crypto space for years and wants to know if launching a meme coin is still a smart move in 2025. Let’s talk about the risks, the realities, and whether there’s a way to do this without getting lost in the noise.

      “Hey Chris, I’m Matt from Miami. I’ve been following the crypto space for years and recently got the idea to create a meme coin with a funny but meaningful backstory. I know meme coins can blow up fast, but they also seem incredibly risky. With the current state of crypto markets, is it still a good time to launch something like this? And if so, what’s the best way to build momentum while ensuring it doesn’t crash and burn?”

      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
      • TBT: Crossing Borders, Boosting Orders
        What It’s About
        This smart Canadian takes his expertise across the border. Tariffs be dammed!

        Notes from Chris
        Episode 3057

        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 third-grade teacher who grew her creative lawn sign business into a go-to source for wedding décor.

        Today, in our latest feature, we’ll hear from a Canadian ecommerce expert turned his experience running an FBA shop into a consulting business, helping fellow Canadian sellers break into the lucrative U.S. market.

        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
          7 min
        • Architect Creates Mini-Blind Repair Tool
          What It’s About
          These mini-blinds won’t fix themselves—or will they?

          Notes from Chris
          Episode 3056

          In today’s story…

          …an architect sells a mini-blind repair kit, which brings in an extra $15,000 a year.

          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 you really publish a book in a week?”
            What It’s About
            If this is possible, clearly I need to learn something…

            Notes from Chris
            Episode 3055
            Writing a book is no small task, but the internet is full of claims that you can publish a book in just one week. Is this legit, or are we being sold a fantasy?

            Today’s question comes from Jasmine in New York, who wants to know if speed-publishing is possible and whether it can work for first-time authors. Let’s break down the reality of these claims and explore how you can write efficiently without sacrificing quality.

            “Hey Chris, this is Jasmine from New York! I’ve been working on a book idea for months, but every time I sit down to write, I feel overwhelmed by how long the process seems. I recently saw a post from someone claiming they published a book in just one week. Is that even possible? If so, how do you structure such a fast timeline while still creating something worth reading? I’d love to hear your thoughts on whether speed-publishing can work for first-time authors or if it’s just hype.”

            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
            • First $1,000: Community Host Boosts Engagement and Retention
              What It’s About
              This woman gets paid to bring people together.

              Notes from Chris
              Episode 3054

              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
                8 min
              • Weekend Workshop: Test, Test, and Test Again
                What It’s About
                Today’s episode comes from Day 20, which is all about … testing!

                Notes from Chris
                Episode 3053

                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
                  10 min
                • Q&A: “How can I push past hesitation and market my creative work?”
                  What It’s About
                  Imposter syndrome is real—or at least, the perception of it is real.

                  Notes from Chris
                  Episode 3052
                  Turning a creative passion into a business can feel deeply personal—and sometimes paralyzing. Today’s question comes from Candace in Boston, who transforms leftover fabric scraps into beautiful hair accessories but feels stuck when it comes to marketing her work.

                  She’s worried about how people will perceive her products and whether they’ll see the value she knows they hold. Let’s explore strategies to overcome self-doubt and put your creations out into the world with confidence.

                  “I’ve got a flair for transforming leftover fabric scraps into unique hair accessories. Friends and family keep encouraging me to sell them, but I’m paralyzed by the thought that no one else will see them as special. I worry people will question the quality or think I’m just another hobbyist. I know I need to get over my fears if I’m ever going to make real progress, but every time I try to market them, I freeze. How can I push past this hesitation, put my work out there, and trust that it will resonate?”

                  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

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                    Say Hi

                    From your favorite airport

                    To infinity and beyond,

                    Chris Guillebeau
                    9 min
                  • Q&A: “How do I balance what I love with what the market wants?”
                    What It’s About
                    A classic creator’s dilemma.

                    Notes from Chris
                    Episode 3051
                    Building a business often means juggling what you love to create with what the market demands—and that balance can feel tricky, even frustrating. Today’s question comes from Martin in Chicago, who designs custom wooden desk organizers. While his intricate, passion-driven pieces light him up, his customers gravitate toward simpler designs that are easier to produce. Let’s talk about how to find that sweet spot between staying true to your creative passion and growing a profitable business.

                    “Hey Chris, Martin here from Chicago. I’m completely obsessed with crafting one-of-a-kind wooden desk organizers—designing each piece is what lights me up. The problem? They take forever to produce, and customers usually gravitate toward my simpler, easier-to-make versions. Part of me feels like I should focus on what sells well, but that means churning out items I don’t find as inspiring. On the other hand, if I stick to my passion pieces, I’m worried I won’t make enough money to grow. How can I strike the right balance between doing what I love and offering what the market clearly wants?”

                    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
                      auduio
                      8 min
                    • TBT: Lawn Sign Biz Expands to Wedding Décor Rentals
                      What It’s About
                      Turns out there’s a lot you can do with signs.

                      Notes from Chris
                      Episode 3050

                      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 college student who scaled from fixing cracked screens to creating a buyback platform that turns over $20,000 in inventory each month.

                      Today, in our latest feature, we’ll hear from a third-grade teacher who grew her creative lawn sign business into a go-to source for wedding décor.

                      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
                        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…