Igor sits down with Nick Loper, founder of Side Hustle Nation and host of one of the longest-running entrepreneurship podcasts with over 30 million downloads. Nick shares his journey from door-to-door house painting and a shoe comparison website to building a multi-million-dollar media brand. Along the way, he breaks down why most people get stuck before they ever make real money, and how to avoid the traps that kill side hustles early.
Guest:
Nick Loper is an American online entrepreneur, author, and podcaster best known as the founder of Side Hustle Nation and host of the award-winning podcast The Side Hustle Show. He helps people earn money outside their primary jobs by building side hustles, creative income streams, and small businesses.
He launched Side Hustle Nation in 2013 to share actionable tactics for side gigs and part-time entrepreneurship. Loper has written several bestselling books on side hustles and extra income, and his work has been featured in major media outlets including Forbes, Entrepreneur, and Business Insider. The Side Hustle Show features interviews with successful entrepreneurs and practical advice on finding, testing, and growing side hustles, with a focus on real-world results and community engagement
Key Highlights:
[00:01:12] Almost everyone who starts a side hustle hits a moment of doubt, it’s not a sign to quit, it’s part of the process.
[00:04:18] Working for profits instead of wages changes how you think, act, and take responsibility.
[00:09:36] Relying on a single traffic source can quietly kill an otherwise profitable business.
[00:14:30] Waiting for the “perfect idea” keeps people stuck on the sidelines, action creates clarity.
[00:18:06] Over-investing before validation is one of the most dangerous mistakes new entrepreneurs make.
[00:21:36] Long-form, evergreen content builds real leverage, short-form content expires fast.
[00:25:03] If you’re going to work hard anyway, pick a game that pays off 3–5 years down the line.
[00:34:48] True wealth comes from ownership of your time, your audience, and your systems.
[26:45] Rapid-Fire Questions:
- One tool or software you’d instantly reinstall on a brand new laptop or phone?
- One book that genuinely punched you in the brain and changed how you operate?
- Something you will struggle with, even after all these years teaching people how to earn more money? What do you think is so hard for you?
- A common side hustle mistake that instantly tells you this person ain’t going to make it?
- The best purchase under $100?
- One daily habit that actually made a difference for you?
- A niche market or a business idea you think is going to quietly explode in the coming years?
- First word you think about when you hear site hustle?
- Weirdest niche you’ve kind of like ever fallen down a rabbit hole researching?
- The best unintentional mentor you’ve ever had
[37:01] Nick Loper’s Expertise:
Side Hustle Nation: It is a podcast for aspiring and part-time entrepreneurs who want to build extra income streams and explore alternatives to traditional corporate careers. The show encourages listeners to choose relevant episodes, take action on ideas, test side hustles, and learn from real results, with a strong emphasis on experimentation and feedback.
[5:51] Igor’s Book On Email Marketing:
Visit www.igorsbook.com to learn more.





