Side Hustle School

Our caller today has been working on her first novel, and she doesn't want it to be confined to a drawer forever. She wants to sell it! But she's also feeling discouraged, because so many books are commercially unsuccessful. What should she consider? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This...

In this week's First $1,000 segment, we hear from a freelance podcast editor who decided to specialize in comedy shows. From pricing strategies to building efficient systems, hear how he turned his knack for comedic timing into a moneymaking side hustle. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. T...

Two dog lovers create and grow a wiener-dog themed brand that now provides a six-figure income. 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.com Email: team@sidehustleschool.com...

This listener makes motion videos and backgrounds for churches, but he dislikes social media (#notafan). Should he just get over his resistance, or can his business succeed in another way? 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...

This Pennsylvania couple rents out 2,000 chickens to people interested in urban homesteading. It's a side hustle worth clucking about!  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...

We're back with an all-new season! Here's how year ten (!) of Side Hustle School will work. Introducing new features, music, and another 365 days of episodes.  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 wee...

An in-house ad executive turned teddy bear manufacturer creates a military-grade sleep system for children, earning six figures in sales and making a lot of people beary happy.   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...

A longtime listener inquires about the future of Side Hustle School. Don't worry, we're not 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. Show notes: SideHustleSchool.com Email: team@sidehustleschool.co...

In this week's Throwback Thursday segment, discover how one creative learner built a thriving online community—and why most of its value has nothing to do with algorithms or ads. 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...

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: a young entrepreneur builds her way to the Nebraska State Legislature. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mone...

Today's caller undercuts her own price before the client even speaks. Let's help her overcome this pattern of self-sabotage! 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.com Emai...

Inflation climbs and workload grows, but rates stay frozen—sound familiar? Today we'll run a quick value check, set a price-rise timeline, and craft a client email that keeps loyalty high. 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...

In this week's Throwback Thursday segment, hear how the North Pole's most iconic founder finally pivoted from production to licensing—earning passive income while keeping the magic alive. 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...

Before the boom of online shopping, this bird lover struggled to find quality products for her feathery friends. She decided to take flight herself, earning up to $250,000/year reselling supplies. Squawk! 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 an...

Today's caller dreads the spotlight but still needs clients. We'll outline three low-noise, high-trust tactics that bring work to you without daily dancing on social media. 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 First $1,000 segment, four course creators feared ripping their content out of their current system. One weekend migration specialist moved every video and quiz to Kajabi—pocketing a paycheck while their students never missed a lecture. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job...

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: a New York sculptor creates their own market in selling custom firebowls. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra m...

Today's caller is stuck in study-hall mode. We'll set a simple “learn 30%, build 70%” rule and a launch checkpoint, so that progress finally outruns podcast listening. 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 severa...

Today's caller feels guilty just naming a price. We'll reframe selling from “asking for money” to “offering a structured service,” and use a script to make the conversation automatic. 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...

In this week's “Throwback Thursday” segment, who says Google Forms has to stay boring and purple?  One tinkerer unlocked timers and custom branding, then charged nightly Zoom rates that carried him past a thousand dollars before anyone at Google even noticed. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without...

A London receptionist rents out his photography equipment on a peer-to-peer sharing site… over and over and over. 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.com Email: t...

The first paying client feels like a high-wire act without a net. We'll put a small safety net underneath: clear scope, midpoint check-in, and a simple “fix it fast” promise that keeps reviews in good shape. 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 gu...

In this week's First $1,000 segment, a self-described ski bum buys two trash bags of unclaimed lodge gear for fifty bucks each. Three chilly weeks later, clean goggles and bright jackets melted into more than a grand in profit. 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...

This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: a British woman goes from living in a shelter to running a million-dollar business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who ea...

In this episode, a listener wants support at home without abandoning a dream. We'll address the emotional core—safety, trust, respect—then add a simple structure so the business proves itself without turning the relationship into collateral damage. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their...