Side Hustle School

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a startup employee offering a mobile pet grooming side hustle in Oakland, California. 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...

A language tutor in Boston wants to focus more on her sessions and less on bringing in new students. How can she become fully booked? 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...

A listener in Minnesota has been running a side hustle selling handmade pottery on Etsy for about a year. He had a good start with sales but has since plateaued—how can we get him back on the fast track?  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...

In this week’s First $1,000 segment, we hear from a real estate professional who makes and sells design elements that come from AI-generated art.   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...

We've got a gnarly question today from Brad in San Diego: how can this software developer and surfer start a side business selling eco-friendly surfboard wax? 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...

Building a strong network is vital for side hustle success, but today’s caller is an introvert. Should he just “get over it,” or are there strategies he can use to succeed on his own terms? (Hint: door number two.) 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...

In this week’s Failure Friday segment, we hear from a city engineer who tries to bring “game night” to companies. Alas—it doesn’t turn into a puzzling success.  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 “Throwback Thursday / Where are they now?” segment, we hear from a location independent editor who has a sideline as a tiny home consultant. Like its industry, this side hustle is growing! 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...

An NYC personal chef wants to offer personalized cooking classes focused on healthy, plant-based meals. How can she attract the right clients?  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...

In this lively episode, we'll hear from a seasoned freelance writer with a background in journalism. He wants to make a coaching program—but how will he compete with AI? 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 eac...

In this week’s First $1,000 segment, we hear from the founder of BritBox, a service that sends British-themed goods to lonely expats around the world.   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 note...

If you're feeling overwhelmed by multiple commitments, this episode will give you three practical tips to help you streamline your side hustle without compromising your main priorities. 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...

A caller is interested in starting a personal shopping business. What’s the best way to approach this 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: SideHustleSchool.com Email: team@sidehustl...

In this week’s Failure Friday segment, we hear from an office manager who gets sucked into a makeup MLM and lives to tell the tale.  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 “Throwback Thursday / Where are they now?” segment, we hear from a work-from-home coach who started her side hustle at the beginning of the pandemic. After pivoting to focus on companies training their employees, she earns more than $4,000/month part-time. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quit...

Today we hear from Michael in Delaware, who’s interested in starting a podcast production business as a side hustle. He’s got the experience with audio production, but isn’t sure where to begin with the business side of things.  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...

A listener is developing a mobile app to “revolutionize the way people shop for groceries.” How can they get it funded? 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: te...

In this week’s First $1,000 segment, we hear from Priya in Bangalore. She has a side hustle helping men with their dating profiles—and she keeps busy! 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:...

A listener is struggling to find new customers for her organic farm produce. Should she drop out of farmers’ school, or put her hand to the plow? 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...

As a solopreneur, this Canadian account is concerned that “choosing a niche” could mean losing his existing clients who don't meet that speciality. 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...

In this week’s Failure Friday segment, we hear from a New York City resident who tries—and fails—to navigate the city’s tough rules on rentals. 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...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a camera gear affiliate who earns thousands of dollars a month from commissions. He’s earned more than $100k so far! 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...

A listener is in the exciting but uncertain phase of considering whether to transition his growing freelance web design side hustle into a full-time business. How can he make the wisest decision? 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 listene...

Here’s a new one: this caller wants to create customized 3D-printed prosthetics for marine animals like sea turtles and dolphins. Crazy or brilliant? Let’s investigate! 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...

In this week’s First $1,000 segment, we hear from a virtual events planner. If you need a virtual wedding, networking event, or gender reveal party, she’s got it covered!  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 e...