Side Hustle School

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.) 

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.

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?

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

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?

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.” 

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. 

Today’s listener has an idea to sell a toolkit to help sole proprietors become more efficient. What are the pros and cons of this idea? 

An Atlanta lawyer creates a thriving and unexpected walking tour business.