Side Hustle School

A listener is trying to decide how to price a new online service. Should she use the common SAAS (“software as a service”) model, or are there alternatives?  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....

This listener has a side hustle teaching data analytics, and wants to grow—but he’s feeling overwhelmed with all the necessary tools. How can he choose the right resources without becoming fixated on them? 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 a...

In this week’s First $1,000 segment, we hear from a Canadian paralegal who helps American immigrants learn to navigate the bureaucracy of migration.  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 no...

When two friends spot an opportunity to create a practical camera accessory, the crowdfunding campaign exceeds their wildest expectations.  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: &nbsp...

Today’s listener (from Egypt!) is teaching software development through an apprenticeship model, but most of his students aren’t paying. How can he convert some of these free students into customers? 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 lis...

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:  ...

In this week’s “Throwback Thursday” segment, we hear from the co-founder of a Canadian business that helps kids and families with self-worth. 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:  Si...

A listener came across my back-of-the-napkin spreadsheet template and is wondering something: if a business or side hustle is new, how can you forecast earnings for it? It’s a good question, but there’s also a good answer. 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...

An experienced architectural drafter is hoping to make a change. He still wants to use his professional skills, but in a way that doesn’t rely on trading time for money. What should he 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 year, the show includes free guided lessons and listener...

In this week’s First $1,000 segment, we hear from a side hustler in Olympia, Washington. He designs tiny homes—how did he get started with that? 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: &nbsp...

Inspired by a generation’s obsession with startups and brunch, this Wall Street relationship manager combines the two on a silver platter.  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: &nbsp...

Let’s say you have something to sell that is digitally delivered. What’s the best way to accept payment and get the item to buyers?  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:  SideHu...

“Have algorithm, will side hustle”: These financial traders applied their career know-how to a completely different industry. They’re now earning $5,000/month in affiliate commissions. 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...

In this week’s “Throwback Thursday” segment, we hear from the founder of IG Works, which specializes in indoor gardening kits that allow you to grow dozens of large plants in a small space. It’s truly un-be-leaf-able! 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...

If you have at least one side hustle already, is it a couple hours a week, taking over your life, or somewhere in between? 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...

A couple in the UK seeks advice on a birth preparation program course they’ve been revisiting in recent months. 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...

In this week's First $1,000 segment, an upcycler transforms forgotten vintage luggage into functional art pieces.  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 Ema...

A corporate recruiter pursues a steamy side business editing romance novels.  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 Be on t...

Today’s listener has a moral dilemma: they made more money by raising their prices! (Wait, what’s wrong with that? Listen to their question to find out.)  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 Failure Friday segment, we hear from Alan Perlman, the founder of a drone training company. His business now brings in seven figures a year, but it started with a rocky partnership. 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 listen...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from someone selling an unusual product that’s one-part social cause and one-part profitable business. What’s changed since we first featured him? 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...

This listener wants to help people learn more actively. Sounds good, but how does it become a product or service?  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 Ema...

Today’s listener wants to make money helping people set up and get the best use out of their new smartwatch. What’s the best course of action? 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 First $1,000 segment, we hear from Lindsay Gordon, who left a career at Google to become a “career coach for analytically-minded people.”  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. Sho...

When an engineer receives a ridiculously baggy work shirt, he grabs it by the collar and designs a DIY tailoring device. Four years later, he’s sold $150,000 of them.  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...