Side Hustle School

In this week’s First $1,000 segment, we hear from a Social Media Manager from Toronto. She has a day job she enjoys but—naturally—also has a side hustle that’s bringing in $4,000 a month.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&amp...

Today’s caller is starting a *second* side hustle and wants to know where to find the best virtual assistants and other contractors. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool....

How do you keep your business and personal finances separate? Ideally with a different bank account—but this listener is having trouble opening one. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: S...

In this week’s Failure Friday segment, we hear from the founder of a membership site that’s going very well—until the founder stops giving it the attention it deserves.   Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days ea...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Lazy Jar, an app that makes fitness pay—at least for the developer. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week....

Shoutout to all firefighters and other first responders out there! Today we’ll hear from one of them who wants to put his free time at the station to good use. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Sh...

AI art tools like Midjourney and DALL-E allow anyone to make all kinds of incredibly realistic, AI-generated images. Can you sell what you make?  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: Side...

In this week’s First $1,000 segment, we hear from one-half of a sisterly team on a mission: inspired by their father, they’re making a combination board game and app that teaches people about the stars.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and...

Today’s caller has just come from an airline lounge—one of the better ones, it sounds like. He has an idea to take the concept and introduce it in his local shopping mall.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days...

Today’s caller has a detailed technical problem … no, wait—they have imposter syndrome. Do you have it too? Let’s hear from them and consider what can be done.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. S...

In this week’s Failure Friday segment, we hear from someone who learns an awkward lesson: no one wants to come to your network marketing party. Don’t do it!    Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Sh...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Rent Poet, offering typewriter poetry for events in West Hollywood and beyond. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days...

A consultant suggests that one of our listeners hire someone to create a bunch of specific pages organized around keywords. Is this a good idea?   Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: Sid...

A listener is inventing underwater headphones—but he’s stuck in the manufacturing stage. Can we help him keep his head above water?  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchool....

In this week’s First $1,000 segment, we hear from a Fulfillment by Amazon seller. After detailed research, she found the perfect product for resale.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes:...

Today’s listener is looking for a specific resource: an app to help them evaluate and rank different business ideas. Does this exist?  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustleSchoo...

Today we’re going to hear from a listener with an idea to sell a guide on Shopify. You know Shopify—it used to be a little ecommerce plugin that competed with a bunch of others. Now it’s the gorilla in the room and a real competitor to Amazon.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year,...

In this week’s Failure Friday segment, we hear from a seller of gift baskets for college alumni—or at least, that’s what she *tried* to sell. Unfortunately, buyer demand was non-existent.    Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&a...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Mantra Medallions, offering inspirational keepsakes to carry in your pocket. Since we last featured him, he’s left social media and focused much more on retail relationships. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitti...

Today we’re going to hear from an Amazon seller with a problem that is (sadly) not unique: one of their competitors is buying up fake reviews, giving the competitor an advantage in acquiring more customers. Can anything be done? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show include...

Today’s caller from Korea wants to make a YouTube channel all about makeup. It’s a hot topic, with some creators earning a lot of money from large subscriber bases.  Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each we...

In this week’s First $1,000 segment, we hear from a Colorado artist who makes watercolor paintings at live events. He stumbled into this business idea and wasn’t sure what to charge at first, but then gained momentum. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guid...

Concert tickets are resellable—why not plane tickets? These days, most airfare is changeable or cancellable with minimal fees, so can you have a business buying early and selling late? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A s...

Today’s caller took advantage of the “pandemic Peloton” trend and resold dozens of them! He’s got a story for us, and he’s also wondering how to figure out what comes next. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days...

In this week’s Failure Friday segment, we hear from a jewelry seller who almost gets taken out of commission by a highly negative review.    Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week. Show notes: SideHustl...