

The Side Hustle Show
Nick Loper of Side Hustle Nation | YAP Media
The entrepreneurship podcast you can actually apply! The award-winning small business show covers creative ways to make money online and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more. Join 100,000+ listeners and get legit business ideas and passive income strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle. Hosted by Nick Loper of Side Hustle Nation.
Episodes
Mentioned books

53 snips
Oct 23, 2025 • 48min
Growing an Online Business to $100k a Month (Greatest Hits)
 Jennifer Marx, the founder of JenniferMaker.com, transformed her DIY blog from a humble hobby into a six-figure powerhouse. She shares her journey from earning just $33 in her first month to generating $100k monthly. Discover how she leveraged Pinterest for traffic, built a massive email list of 375,000, and created a diverse revenue stream through courses and products. Jennifer emphasizes the power of community engagement and the importance of finding fresh content ideas. Tune in for her top tips on promoting content and overcoming early struggles! 

50 snips
Oct 20, 2025 • 52min
703: Vending Machine Q&A
 Anthony Kolodziej, the mastermind behind H&H Vending, scaled his business to over $50k per month in just 16 months. He shares his unique 'parking lot test' for scouting locations and emphasizes that raw dollar profit trumps percentage margins. Learn how to compete with large vendors through better tech and service, and discover strategies for hiring and trimming routes to boost profitability. Anthony also discusses the importance of patience in selecting locations and treating machines as valuable assets. 

Oct 16, 2025 • 50min
702: I Turned My Disney-Inspired Running Skirts into a Profitable Side Hustle and a $120,000 Exit
 Samantha Hamilton, founder of Dottie for Running, turned a homemade Disney-inspired tutu into a thriving running skirt business, ultimately selling it for $120,000. She shares how she navigated production challenges, built a loyal community through social media and ambassadorship, and effectively managed demand spikes. Samantha discusses the transition from Etsy to Shopify for scalability and her crucial decision to sell for family reasons. Her advice? Start small and believe in your vision! 

8 snips
Oct 9, 2025 • 37min
701: Zero Followers to Full-Time Video Game Income: How I Built an Online Business for Sims Superfans
 In this engaging discussion, Gloria Riley, creator of YellowLlamaCo, shares her journey transforming a hobby into a thriving business designing planners for Sims enthusiasts. She recounts her shift from low sales to viral success on TikTok, driven by a creative physical planner. Gloria unveils strategies for pricing, marketing, and developing digital products, including her flagship Notion template, SimGuardian. She emphasizes the importance of community engagement and the balance between content creation and business growth. 

55 snips
Oct 6, 2025 • 52min
700: From $9 to $350K: How I Built and Sold an AI-Powered Website
 Tanya van Gastel, founder of Multiverse.ai, created an AI headshot generator that skyrocketed from just $9 to $350K in sales, all without technical skills. She discusses breakthrough strategies, like tapping into Reddit for early traction and launching an affiliate program that drove significant growth. Tanya elaborates on the challenges of transitioning from B2C to B2B, the nuances of SEO versus 'GEO,' and her ultimate decision to sell the business. Her journey exemplifies how persistence and innovative thinking can thrive in a crowded market. 

34 snips
Oct 2, 2025 • 48min
699: Creative Side Hustles That Make Real Money - Part 8
 Blake Hutchison, CEO of Flippa, shares his expertise on creative side hustles that generate real income. He discusses a viral trend in 3D-printed Croc charms, revealing key insights on margins and fulfillment. Explore Kindle publishing and strategies for recurring revenue through niche books. Discover how to monetize freelance skills on platforms like Fiverr and delve into the booming world of faceless YouTube channels. Blake also highlights unique concepts like mobile sauna rentals and subscription boxes for niche markets, showcasing innovative avenues for income. 

37 snips
Sep 25, 2025 • 47min
How to Start a Hot Tub Rental Business: Zero to $1000s per Month (Greatest Hits)
 Join Steve Nadramia, a history teacher turned entrepreneur from New York, as he shares his journey in launching a portable hot tub rental business. He reveals the unconventional approach to generating income, starting from just a few tubs to now over 25 in his fleet. Discover how he markets his business through social media and community referrals, manages logistics while juggling teaching, and even responds to increased demand post-pandemic. With tips on pricing strategies and customer demographics, Steve’s story is a splash of entrepreneurial inspiration! 

33 snips
Sep 22, 2025 • 45min
698: Reacting to Reddit Side Hustles
 Whitney Bonds, a YouTuber and side-hustle expert, shares her insights on diverse ways to monetize your skills. She reacts to fascinating side hustles from Reddit like making $10,000 a month writing on Medium and earning $1,000 a day washing windows. Whitney discusses the importance of leveraging creative marketing strategies and offers tools to help turn small gigs into sustainable income. Tune in for fresh ideas, from luxury pet-sitting to unique local services, that could inspire your own side hustle journey! 

76 snips
Sep 18, 2025 • 53min
697: 10 Recurring Revenue Side Hustles
 Liz Wilcox, an email marketer and copywriter, shares her journey of creating a low-cost membership product that provides recurring revenue through newsletter templates. Eric Dingler, a local SEO and digital marketing expert, discusses how he transformed his services into a monthly offering, emphasizing proactive reporting and high margins. The conversation dives into the importance of solving recurring problems to achieve financial stability, along with creative ideas for subscription-based side hustles like email memberships and productized services. 

53 snips
Sep 11, 2025 • 42min
696: This 15-Year Old is Running a $100,000 Business From His Bedroom
 Meet Harrison Nott, a 15-year-old entrepreneur who launched CoolTowel, projected to rake in £100,000 this summer. He turned his annoyance with overheating during sports into a thriving business. Harrison shares his viral video strategies that garnered a million views and highlights the importance of user-generated content for scaling e-commerce. He also discusses the significance of personal branding for young entrepreneurs and how he navigates challenges like inventory management while balancing school and sports. 


