Side Hustle 101: Proven Ideas to Make Extra Money

57: How to Launch, Grow, and Scale a Speaking Business

October 16, 2018June 26, 2014

What do you do when your side hustle demands being available (and even traveling) during normal business hours? It’s a challenge that a lot of us are facing and this week on The Side Hustle Show my guest shares is unique way to get around it and build a successful business.

Grant Baldwin is a youth motivational speaker and host of the “How Did You Get Into That?” podcast.

We talk about how entrepreneurs can hustle their way into new income streams while working day jobs following Grant’s formula.

55: How Side Hustlers Can Get More Done in Less Time

August 28, 2023June 12, 2014

In this edition of The Side Hustle Show, I’m joined by Chandler Bolt, co-author of The Productive Person: A how-to guide book filled with productivity hacks & daily schedules for entrepreneurs, students or anyone struggling with work-life balance.

When Chandler first reached out, I was excited to learn we had a lot in common, including both being Eagle Scouts and both having run house painting companies in college.

In fact, he cites selling candy at summer camp as one of his first entrepreneurial pursuits — just like me.

The Cold Shower Challenge

October 15, 2018May 27, 2014

For the last 2 months, I’ve only taken cold showers.

Why?

Because Nick Reese challenged me to do it when we recorded last week’s podcast session back in March, and now I’m afraid if I break the streak I won’t want to start again.

Bryn and my friends think I’m crazy. They’re probably right.

But call it a coincidence — things have been going pretty well since I turned on that cold water!

51: One Listener’s Year of Hustle: Apps, YouTube, Kindle, Udemy, Fiverr, and More

May 13, 2026May 15, 2014

I’m excited to welcome Alex Genadinik back to The Side Hustle Show as the first-ever repeat guest. Alex reached out and told me how he’d applied many of the strategies and tactics discussed on the show over the past year, and I thought it would be fun to highlight some of those along with his progress.

Alex’s “year of hustle” has created at least 4 new income streams, including a couple more “passive” channels.

This episode illustrates the power of starting today, so you can look back a year from now and see how far you’ve come.

50: What I’ve Learned and Applied from 49 Awesome Entrepreneurs

May 6, 2024May 8, 2014

The best thing about starting a podcast is the excuse to talk to awesome and inspiring people on a weekly basis.

I’ve learned so much from The Side Hustle Show guests over the past year, I thought it would be an appropriate time to recap some of their shared wisdom, how I’ve applied it to my own projects, and how you can apply it to yours.

This is episode 50 — the big 5-0, and it’s also my first-ever attempt at a solo show.

4 Ways to Find Your People (And How You Join Me In #4)

March 7, 2025March 3, 2014

You know the feeling you get when you’re surrounded by your friends and family?

Or when you’re in a big crowd of fans cheering on the same team?

It’s a sort of happiness, comfort, support, and understanding, right?

Well, at least for me it is.

When you’re with your people, there’s a collective energy that’s hard to describe.

40: How (and why) to Build Your Own Mastermind Group, Plus How You Join One With Fellow Side Hustlers

May 13, 2026February 27, 2014

I’m Nick and I have a confession. When I recorded this episode with Alex Barker from AlexBarker.org (The Leadership Dojo podcast), I had never been in any sort of formal mastermind group. Listen to the collective gasp in my blogger/podcaster/entrepreneur-type circles, that information is blasphemy! It’s totally my fault. Masterminds are something I see huge … Read more

The Most Important Skill for Entrepreneurs (and 7 Ways to Cultivate It)

November 16, 2021February 17, 2014

What’s the most important skill for entrepreneurs?

Ask a dozen people and you’ll probably get a dozen answers.

Sales is a popular response. After all, if an entrepreneur can’t sell customers on his product, team members on the vision, or investors on the potential, the business won’t go anywhere.

Hiring is considered another critical skill. Getting the right people on the bus, in Good to Great speak.

The Scariest Question Ever (and the only right answer)

September 28, 2023January 27, 2014

As adults (gasp), we face dozens of questions everyday:

What should I wear?
What should I have for breakfast?
What route should I take to work?
What should I listen to on the way? (hint: try a podcast)
Most of these questions are pretty small and trivial. The answer you choose probably won’t have any lasting long-term impact on your life.

I mean, Cheerios vs. toast, not exactly a game-changer.

But what about the deeper questions?

The I Done This and Daily Gratitude Challenge

May 17, 2026January 13, 2014

What work did you do yesterday? The day before?

Up until a month ago, I wouldn’t have had a good answer for you.

But now, I’m keeping track of what I get done each day, and it feels great. I first learned about this little mindset/productivity/work hack from Ari Meisel. (Remember Ari from The Side Hustle Show?).

He recommended an automated service called I Done This.

Usually Hustling, Occasionally Social