Side Hustle School

In this week’s First $1,000 segment, we hear from a tarot card reader who was profitable in one month, all thanks to savvy use of TikTok and smart pricing strategies. 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 w...

Sponsored posts are often part of a blogger's income—but this British blogger has a problem: the sponsored posts she runs typically have much lower engagement than her organic posts. 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 li...

Diversification is key to financial stability, but could it harm your primary income source? In this episode, a listener seeks help balancing freelancing with an online course offering. 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 Failure Friday segment, we meet a Philadelphia chef who rolled out a gourmet food truck, only to find himself a ghost on the city’s vibrant food scene. Discover how he turned the lessons from his culinary calamity into a new roadmap for success. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their...

In this week’s 'Throwback Thursday / Where are they now?' segment, we catch up with a ghostwriter who once specialized in romance novels and has since broken into the true crime genre. She shares how market saturation in her original niche led her to diversify and find unexpected success and fulfillment in a whole new genre. Side Hustle School features a new episode EVERY DAY, featuring detailed c...

Tax season can be a nerve-wracking time, especially when juggling a side hustle. Tune in to learn the single most important piece of tax advice that could save you from getting into trouble with the IRS. 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...

When family and business mix, things can get complicated quickly. In this episode, a side hustler is experiencing tension after her sister pursues a very similar business 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...

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 money-making 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....

In today’s episode, a tutor grapples with the absence of a formal invoicing system in his two-year-old math tutoring side hustle. Let’s fix 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: Side...

Struggling with Instagram's fickle algorithm and the emotional toll of low engagement? Tune in for actionable hacks to beat the system and keep your sanity intact. 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...

In this week's Failure Friday segment, we hear from a retailer who gambled half her startup capital on a massive inventory of holiday sweaters, only to watch the season—and her profits—melt away. Learn how she navigated the fallout to come back stronger and ready to tackle her next venture. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extr...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a sustainability consultant who discovered her first client from an unexpected source: her employer! 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 sever...

An artist makes local driftwood into unique pieces of art. How can she cash in this treasure? 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...

A Boston-area listener started a consulting service, but it’s not taking off in the way she hoped. How should she proceed? 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:...

In this week’s First $1,000 segment, we hear from an educational psychologist who combined traditional tutoring with motivational coaching. Learn how targeted pricing, grassroots marketing, and client retention helped her offer a unique 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,...

Today’s caller is combining a background in law with tech skills to create something potentially groundbreaking—an app that connects people to class action lawsuits they could join. 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 seve...

This caller is a modern-day Renaissance man with skills ranging from programming to music production and even cooking. But with so many talents, he's feeling stuck, unsure which path to follow for his 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. This year, the show includes free guided...

In this week’s Failure Friday segment, we hear from a communications graduate who planned to open a PR agency. Unfortunately, her first attempt didn’t work out as well as she’d hoped. 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 se...

In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the visionary behind a cricket farm that specializes in edible insect snacks. He shares insights into how market shifts, supply chain challenges, and an organic grocery chain have shaped his unique business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra mo...

Our Failure Friday segment is a popular one—but a few listeners have pointed out that it can feel discouraging to hear about ideas that don’t work. Let’s look at this concern in some detail! 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 digital marketer prepares to launch her first info product. What are some of the best platforms to 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. Show notes: SideHustleSchool.com Email: team@sidehustles...

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: SideH...

A caller has a job that cycles between intense work and downtime, and he's looking for a side hustle to fit that rhythm. 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...

A caller grapples with how to manage her side hustle while keeping her relationship happy. We talk about setting boundaries, the importance of communication, and ways to include your partner—or not! 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 list...

In this week’s Failure Friday segment, we hear from a longtime listener who’s had a lot of side hustle ideas—but hasn’t taken action on them. Fortunately, he’s made a plan for moving forward more positively. 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...