These posts explain the philosophy behind the side hustle brand of entrepreneurship, and provide a great starting point for anyone looking to begin earning job-free income.
This week it’s the 500th episode of The Side Hustle Show, which just seems crazy to me.
It feels like just yesterday I started this thing in a lot of ways. But it’s been 9 years — I guess time flies when you’re having fun.
In honor of the 500 episode milestone, I wanted to reflect back on 10 big ideas and 10 common themes over the last 9 years.
With Mother’s Day coming up, I wanted to share some of the best advice and lessons I got from mom growing up. Most of the time, this was pretty literal advice, but I found a lot of it has a broader application to entrepreneurship.
When you think of side hustles, flipping 2,000-year-old Roman coins probably isn’t the first thing that comes to mind.
But for Dean Kinzer, what started as a nod to his dad’s hobby turned into a $86k/year side hustle, one built around history, storytelling, and a very specific type of collector.
Dean runs KinzerCoins.com and The Ancient Coin Hour on YouTube, where he shares his love for ancient coins and educates others who are curious about the space.
Here’s how he did it.
The value of hustling transcends generations, genders, and ethnicities. It appears to be a universally accepted quality.
With that in mind, here are 10 of my favorite “hustle quotes.”
1. “Things may come to those who wait … but only the things left by those who hustle.”
By: Abraham Lincoln
Did you know banks are literally paying people to open new accounts?
For one side hustler, bank bonuses have turned into a pretty substantial income stream.
Dylan Sexton reported earning $200-300 a week, for about an hour of work.
It’s 2025, and the line between reality and science fiction is getting more and more blurry every day.
In this episode, I sit down with someone I’ve never met, but they know me pretty well. He even kind of sounds like me in an eerie sort of way.
I was curious how well today’s AI models could pretend to be someone else, given a few simple prompts. The result is this chat with Robo-Nick, my AI alter ego.
Let’s see how well Robo-Nick answers these questions, plus my real thoughts about them.
In 2022, Summer Fisher discovered the world of renting out dresses.
“Oh, well, I have all these dresses. Let me just put one up,” she told Yahoo Finance.
Now with a streamlined inventory of around 200 pieces, she made $150,000 last year using what she calls a “double-dip profit strategy” — renting dresses multiple times before selling them for more than she paid.
(Check out her free masterclass at theprofitcollective.co/RookieResellerMistakes)
The Simpsons is one of the most entrepreneurial shows on television. Throughout its more than 500 episodes, the characters engage in, and interact with, dozens of small business ventures.
(I was going to call this “Evergreen Business Lessons from Evergreen Terrace” — but I figured not everyone would recognize Evergreen Terrace …
Aspiring entrepreneurs often get stuck in the business idea phase — that is, they’re confident they could run a killer business, make a ton of money, and live the good life — if they could only come up with the right idea.
And if you fall in that camp, I’ve got good news for you: coming up with new business ideas is actually pretty easy.
Let’s go through some of the proven methods you can use to come up with your first (or next) business idea.
Here’s how The Side Hustle Snowball works:
You itemize out your expenses and then aim to come up with side hustle income to cover them, starting with the smallest and working your way up.
Once you reach the bottom of your list, you don’t need your job anymore!
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