$500/day doing work you love?

Let’s talk about it.

In today's topic, we'll look at the delicious business of being a personal chef, with someone who’s been doing it for 25 years and turned her skill into a six-figure solopreneur business.

Jessica Leibovich, from ChefJessica.com, didn’t start off aiming for this. She was working in catering, young, overworked, and — like a lot of us at some point — burnt out. But one suggestion changed her life: "Have you ever thought about being a personal chef?" she was asked.

So not only was she good at it, but her first client paid her more in a day than she used to make in a week. And she's been doing it ever since and sharing it with her students through her Prosperous Personal Chef’s Success Suite.

Tune into Episode 674 of the Side Hustle Show to learn:

Full Show Notes: How to Make $500/day as a Personal Chef

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If you notice that your traffic is dominated with AI snippets and Reddit results, here's how you can take advantage of that and learn how to drive traffic from Reddit.

It really does feel like an "if you can't beat 'em, join 'em" situation, but we can't ignore that Reddit, the self-proclaimed front page of the internet, now shows up on the first page of almost every Google search.

To help me out is Amy Aitman from ReddVisible.com, a professional content marketer who's been helping businesses and brands take advantage of this new Reddit-dominated search world.

Tune in to Episode 673 of the Side Hustle Show to learn:

Full Show Notes: Reddit Marketing: How to Drive Traffic from Reddit

New to the Show? Get your personalized money-making playlist here!

Sponsors:

Mint Mobile⁠ — Cut your wireless bill to $15 a month!

⁠Indeed⁠ – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

⁠OpenPhone⁠ — Get 20% off of your first 6 months!

⁠Shopify⁠ — Sign up for a $1 per month trial!

Who doesn't want passive income? Everyone dreams of having one. But how you go about getting it is the hard part.

So how do you get started? It depends on your starting point, your interests, and your long-term goals.

We've covered a ton of passive income in the show before (really more like time-leveraged income).

But today I'll be grouping them into four different types of passive income. This will help you figure out which one makes the most sense for you.

Tune in to Episode 672 of the Side Hustle Show to learn:

New to the Show? Get your personalized money-making playlist here!

Sponsors:

Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

OpenPhone — Get 20% off of your first 6 months!

Shopify — Sign up for a $1 per month trial!

12 years. 670+ episodes. Countless side hustle success stories.

It’s been a wonderful ride with The Side Hustle Show, and this week, I’m sharing 12 of the biggest side hustle ideas that have stood the test of time.

The first 10 ideas originally aired in our 500th milestone episode back in 2022. And for this 2025 edition, I’ll be back at the end with two fresh lessons that have emerged over the past few years.

Tune into Episode 670 of the Side Hustle show to learn:

Full Show Notes: 12 Big Ideas From 12 Years of The Side Hustle Show

New to the Show? Get your personalized money-making playlist here!

Sponsors:

Mint Mobile — Cut your wireless bill to $15 a month!

Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

OpenPhone — Get 20% off of your first 6 months!

Shopify — Sign up for a $1 per month trial!

Anthony and Jhanilka Hartzog erased $114k of debt in 23 months.

The side hustling couple were making good money at their day jobs, but realized there's only so much you can cut from your budget.

That’s when they turned to the income side of the equation and started a ton of different side hustles.

They picked up second jobs at their gym, rented out their car on Turo, dogsitted, and -- inspired by my episode with Chris Schwab, they started a residential cleaning business called Maids2Match.com.

Today, that business is doing $20-25k in sales a month, with other people doing the cleaning. Anthony and Jhanilka are fully in business-owner mode, dedicating just a few hours a week to it.

You can follow along with their journey on Instagram @thehartrimony.

Tune in to hear:

Full Show Notes: Listener Success Story: From Idea to 6-Figure Side Hustle

New to the Show? Get your personalized money-making playlist here!

Sponsors:

Mint Mobile — Cut your wireless bill to $15 a month!

Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

OpenPhone — Streamline and scale your customer communications with Open Phone. Get 20% off your first 6 months at www.openphone.com/sidehustle.

Shopify — Sign up for a $1 per month trial!

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.

Mom has always been probably my biggest advocate and supporter. For background, she essentially had a couple different careers, first in nursing and then as a library assistant.

(At the library, she actually helped me get one of my first jobs in high school.)

Lots of wisdom I hope to be able to pass along to our little ones!

And if you like this format, be sure to check out the companion list/episode on dad's advice!

Full Show Notes: Mom Advice: 10 Life Lessons from Mom

New to the Show? Get your personalized money-making playlist here!

Sponsors:

Mint Mobile — Cut your wireless bill to $15 a month!

Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

OpenPhone — Streamline and scale your customer communications with Open Phone. Get 20% off your first 6 months at www.openphone.com/sidehustle.

Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!

What if you could turn your love of travel into an extra income stream and build a travel advising side hustle that fits your life?

Bailey Richert is back on the show to pull back the curtain on how you can do it too.

You might remember Bailey from one of our early episodes, where we talked about building an online course business. Today, we’re switching gears to talk about her newest side hustle: helping people plan epic trips as a travel advisor.

Bailey runs UnlistedTravel.com and MakeTravelYourJob.com, and she's managed to create a flexible, low-overhead business doing something she’s genuinely passionate about.

Listen to Episode 670 of the Side Hustle Show to learn:

Full Show Notes: $1000/mo Helping People Plan Trips: Inside the Travel Advising Side Hustle

New to the Show? Get your personalized money-making playlist here!

Sponsors:

Mint Mobile — Cut your wireless bill to $15 a month!

Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

OpenPhone — Get 20% off of your first 6 months!

Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!

The Piggyback Principle is a business idea framework that looks at popular market trends or “ecosystems” and seeks ways to support or supplement those trends.

It’s a faster way to start a business because you can capitalize on what’s already hot with an additional or complementary product or service.

Basically, your side hustle can ride piggyback on a larger business or trend. You could even say that my now-retired shoe-business was a piggyback business on the e-commerce trend and the comparison shopping trend.

It’s a concept I first wrote about 10 years ago, but at that time, I took a pretty narrow view by just talking about marketplace trends.

At that time, it was things like the rise of WordPress, or the popularity of the Paleo diet.

Now, I’ve broken this principle into three stages:

And to make this practical, I’m bringing in real-world examples from fellow entrepreneurs who’ve used this approach to build real businesses.

Here are the new and updated trends for the Piggyback Principle in 2025.

Full Show Notes: The Piggyback Principle: The “Lazy” Way to Build a Successful Side Hustle

New to the Show? Get your personalized money-making playlist here!

Sponsors:

Mint Mobile — Cut your wireless bill to $15 a month!

Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

OpenPhone — Get 20% off of your first 6 months!

Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!

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.

Tune in to Episode 668 of the Side Hustle Show to learn:

Full Show Notes: How I Built an $80k/year Side Hustle in an Obscure Niche

New to the Show? Get your personalized money-making playlist here!

Sponsors:

Mint Mobile — Cut your wireless bill to $15 a month!

Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

OpenPhone — Get 20% off of your first 6 months!

Gusto — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses!