Hustle 101

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 end of the year is upon us, which means it’s time to reflect back on the side hustles that stood out — the ones that got people talking and that I was most excited to share.

It’s time once again to dive into the ol’ listener mailbag and answer a few questions in this week’s edition of The Side Hustle Show.

I’ve had quite a few interesting questions come in since the last Q&A episode, and picked 10 to talk through in today’s show.

In 2021, when much of the world was still figuring out the new reality of lockdown restrictions, Chloe Winstanley from 100kartist.com found herself no better than everyone else: stuck at home. Based in New Zealand, Chloe started toying with a series of creative projects just to fill time, but one of them eventually turned into a money-making side hustle.

Polymer clay earrings was an experiment that she found herself turning into a business overnight — in just a couple years, Chloe had garnered more than $100,000 in profits through her workshops.

Here’s how she did it.

How can a food tour side hustle turn into a $300k a year business?

Chris Andrews from Bienville Bites Food Tour started his little side hustle back in 2017, just giving food tours on the weekends in Mobile, Alabama.

Fast forward a few years, and now he’s running a $300k business! He quit his job at the steel mill and now runs these tours full time.

How did Chris go from slinging steels to doing food tours?