The Side Hustle Show - podcast cover

The Side Hustle Show

Nick Loper of Side Hustle Nation | YAP Mediawww.sidehustlenation.com
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. For ad inquiries, please reach out to: Network+SHS@yapmedia.com
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Episodes

719: $1,000 per Postcard: The Every Door Direct Mail Side Hustle

Discover how Rachel and Dalton built a successful Every Door Direct Mail (EDDM) business, moving from large, expensive mailers to targeted, affordable postcards. They detail strategies for attracting diverse local businesses, leveraging exclusivity, and outsourcing fulfillment for maximum profit. This model also serves as a "foot-in-the-door" for their agency services and offers valuable lessons on setting client expectations and building community.

Jan 22, 202644 minEp. 719

718: Does it Make Sense to Buy a Franchise as a Side Hustle?

This side hustle model has a lower failure rate than most independent startups. You get to follow a proven playbook for success. But is it the right path for you? Today we're exploring the strategy of franchises as a side hustle, buying into somebody else's brand and system instead of starting completely from scratch. Done right, today's guest says it can replace your income in 2 to 3 years on a part-time basis. Greg Mohr is the author of Real Freedom, Why Franchises Are Worth Considering and Ho...

Jan 15, 202646 minEp. 718

Willpower 101: How to Strengthen This Critical Success Muscle (Greatest Hits)

Derek Doepker joins the show to discuss willpower, emphasizing its role in success over IQ. The conversation delves into powerful strategies like the "identity habit," where self-perception drives behavior, and practical "language hacks" such as deciding versus believing. Listeners learn to harness external influences, gain buy-in for new habits, manage energy effectively by prioritizing "should-do's," and set up environments for success. The episode also covers microhabits, the importance of deadlines, celebrating small wins, and ultimately, finding joy in the process to sustain long-term change.

Jan 12, 202649 min

717: How to Get ChatGPT to Recommend Your Business

Google's market share is shrinking, customer behavior is shifting, and as business owners, we've got to adapt. The good news is people still need your help. It's just how they find you that's changing. By the end of this episode, you're going to have a proven roadmap for how to get found in ChatGPT and other AI tools. Return guest Tanya Van Gastel (Episode 700) from RankingonAI.com is back to pull back the curtain on how you can get ChatGPT to recommend your business. Tune in to Episode 717 of t...

Jan 08, 202656 minEp. 717

716: Your Best Year Yet: Goal Setting and Action Planning that Gets Results

The new year is upon us and with it comes a certain level of optimism and maybe even obligation to make some changes, set some meaningful goals, and aim for some big wins. But it's no secret that most New Year's resolutions fail and a lot of goals lose steam after just a few weeks. To help make sure that doesn't happen to you, I've recruited my good friend and master goal planner Tom Sylvester to join us today. He's a serial entrepreneur, real estate investor, author of the book Lifestyle Builde...

Jan 01, 202647 minEp. 716

715: The 10 Best Side Hustles of the Year

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, the ones I was most excited to share, the ones that made me think, "Dang, I need to drop what I'm doing and go try that." Now the mark of a good episode, for me, is when I hang up the call thinking exactly that. And I try to exercise some level of discipline because the shiny object syndrome is real, but when the shiny object shines for me, I know it's goin...

Dec 29, 20251 hr 2 minEp. 715

714: My 2025 Progress Report: What Worked, What Didn’t, and What’s Next?

What's working, what's not, and where Side Hustle Nation is headed next? I'm pulling back the curtain on my 2025 annual progress report, sharing insights from a year of podcasting, YouTube experiments, business challenges, and personal growth. Tune in to Episode 714 of the Side Hustle Show to learn: what's working (and what's not) in podcast and YouTube monetization how AI is streamlining content production lessons from a year of health experiments and personal reading Full Show Notes: My 2025 P...

Dec 25, 202547 minEp. 714

713: I Made $50k Flipping Lawnmowers and Graduated Debt-Free

What if you could make $900 in a single day buying and reselling lawnmowers? Dave Wilson, also known as @MoneyCoachDave , made over $50,000 flipping lawnmowers while in college. The side hustle helped him graduate debt-free and taught him valuable skills in buying, fixing, and reselling equipment. It's a buy low, sell high model that works whether you're flipping lawnmowers, cars, or other equipment. And it's a skill that can recession-proof your income. Listen to Episode 713 of the Side Hustle ...

Dec 18, 202556 minEp. 713

712: How to Unlock New Side Hustle Ideas with AI

What if you could get personalized side hustle ideas that actually fit your life instead of scrolling through another generic listicle? That's exactly what we're tackling in this special crossover episode with Allison Baggerly from the Inspired Budget Podcast . After 650+ interviews on the Side Hustle Show, I noticed something interesting: almost nobody finds their winning side hustle idea by Googling " ways to make extra money " and picking number 17 from some random blog post. The ideas that s...

Dec 15, 202540 minEp. 712

Reselling Software: Don’t Start a SaaS — White Label Someone Else’s Instead (Greatest Hits)

Chris Lollini shares his journey from a struggling marketing agency to a highly profitable white-label software business, Reputation Igniter. He discusses identifying customer pain points, finding existing software solutions, and effectively packaging them to provide immense value. The episode covers his pricing strategies, the importance of client relationships, and how this model allows for a flexible, location-independent lifestyle with significant recurring revenue.

Dec 11, 202544 min

711: 8 Online Businesses You Can Start With (Almost) No Money

Discover eight realistic online business opportunities that require minimal upfront investment, perfect for beginners or those who've faced past failures. The discussion covers practical strategies for Amazon influencing, freelancing, digital product sales, and rank-and-rent websites. Learn how to leverage user-generated content, build profitable directory sites, monetize email newsletters, and teach online classes on platforms like OutSchool to generate income.

Dec 04, 202551 minEp. 711

710: 15 Things You Can Buy on Amazon to Make Money

The holiday shopping season is here, but what if your Amazon purchases could actually make you money instead of just spending it? These 15 products range from around $60 to several thousand dollars, and each one represents a real business opportunity. They're listed roughly from least expensive to most expensive, with income potential and marketing strategies included for each. Full Show Notes: 15 Things You Can Buy on Amazon to Make Money New to the Show? Get your personalized money-making play...

Dec 01, 202550 minEp. 710

709: 10 Creative Side Hustles That Make Real Money - Part 9

It's that time of year again — Thanksgiving! This summer, we caught part of the Rubik's Cube World Championships in Seattle. The fastest solvers in the world can solve a 3x3 cube in under 5 seconds. But what really caught my attention? There was $5,000 in prize money for first place. Another reminder that just about any skill is monetizable if you're committed enough. And nothing gets me more excited than finding cool, creative ways to make extra money and sharing them with you. This is our 9th ...

Nov 27, 202553 minEp. 709

708: How I Turned Public Domain Radio into a 6-Figure Business

This is probably the most creative cleaning business I've ever seen, because for Cheyenne Bulloch, it's her customers that are doing the cleaning. Today, more than 500 members pay $25 a month for her audio cleaning routines, set to free, public domain radio shows from the 1950s. Tune in to learn how Domestic Daydreams⁠ became a 6-figure online business! Full Show Notes: How I Turned Public Domain Radio into a 6-Figure Business New to the Show? Get your personalized money-making playlist ⁠⁠⁠⁠⁠⁠⁠⁠...

Nov 20, 202551 min

The Ladders of Wealth Creation: A Step-by-Step System to Up Your Earning Power (Greatest Hits)

This episode features Nathan Barry, founder of ConvertKit, discussing his "Ladders of Wealth Creation" framework. He breaks down the entrepreneurial journey into four stages: trading time for money, service-based businesses, productized services, and product sales, explaining how each level builds essential skills. The conversation also covers the importance of personal growth in business, leveraging audience attention, and ConvertKit's strategies for optimizing sales funnels and customer retention.

Nov 17, 202550 min

707: $70k on the Side in 6 Months with Aura Photography

What if you could earn $5,000 in a single weekend taking rainbow-colored portraits that help people feel seen and valued? This year, Summer Ray built an aura photography business. She creates portraits that visualize someone's energy field—and commands $44 per session. From somalumin.com , Summer has earned $70,000 in just six months while keeping her full-time job. If you've never heard of aura photography before, that's totally fine. But whether you believe in energy fields or not, Summer's st...

Nov 13, 202545 minEp. 707

706: $1,000 a Day Posting on Facebook

Let me tell you about the side hustle I wouldn't have believed if I hadn't seen it myself. Jeff Rose from Good Financial Sense is earning over $1,000 per day by posting content on Facebook. And a lot of it is just screenshots of other people's tweets. He cracked the code of Facebook's content monetization program , where the platform pays creators to keep users engaged. The more time you spend scrolling, the more advertising dollars Facebook makes — and they're sharing that revenue with content ...

Nov 06, 202546 minEp. 706

705: 17 Marketing Tips from Side Hustle Show Listeners: What’s Working Now?

Marketing can feel like shouting into the void, especially when you're just getting started with your side hustle. To find out what's actually working today across a wide range of industries, I've crowdsourced some wisdom from Side Hustle Show listeners. One common theme from the past couple years is the strategy of using social media content to try and hit the algorithm on your platform of choice, and then get those viewers or readers to follow you or to join your email list. I asked listeners ...

Nov 03, 202543 minEp. 705

704: $500k in Sales in 6 Months: A Dropshipping Case Study

Is dropshipping dead? Not according to Holly Finnefrock, who hit $500,000 in sales within her first six months of launching a high-ticket dropshipping store. Holly runs a successful dropshipping business in the outdoor space, specifically selling ponds and water features. Today, she's pulling back the curtain on dropshipbreakthrough.com to show exactly how this business model works, from selecting the right niche to negotiating with suppliers to making those first sales. Tune into Episode 704 of...

Oct 30, 202552 minEp. 704

Growing an Online Business to $100k a Month (Greatest Hits)

Jennifer Marx from JenniferMaker.com started her site in the DIY/crafting niche in late 2016 as a hobby site. She went from earning $33 in her first month, to 6-figures and beyond every month today. Tune in to Episode 381 of the Side Hustle Show to learn: Why she decided to focus on blogging How she found her initial traction What drives traffic today And how she’s built an email list that’s almost the population of Cleveland! Full Show Notes: Growing an Online Business to $100k a Month New to t...

Oct 23, 202548 min

703: Vending Machine Q&A

Anthony Kolodziej from H&H Vending scaled his vending operation from zero to over $50k per month in just 16 months . That’s 30+ locations, thousands of transactions, and a strategy that turns vending into something way beyond the old-school snack machine in the corner of a breakroom. Anthony hosted a Q&A session with the Side Hustle Nation community last month. Tune in to hear Anthony tell us: his “parking lot test” for scouting locations, why the raw dollar profit matters more than the ...

Oct 20, 202552 minEp. 703

702: I Turned My Disney-Inspired Running Skirts into a Profitable Side Hustle and a $120,000 Exit

What if you could turn a hobby into a six-figure business, grow it while raising three kids and living overseas, and then sell it for $120,000? Samantha Hamilton did exactly that with her former Disney-inspired running skirt business, Dottie for Running . What started as a mom-made tutu she wore to races turned into a thriving e-commerce brand serving a passionate niche community. In this episode, Samantha shares how she identified the opportunity, navigated the challenges of production and grow...

Oct 16, 202550 minEp. 702

701: Zero Followers to Full-Time Video Game Income: How I Built an Online Business for Sims Superfans

Ever thought about turning your video game obsession into actual income? Gloria Riley from YellowLlamaCo.com creates and sells custom digital planners and templates for fans of The Sims computer game. She's built a full-time income by helping "serious simmers" organize their gameplay, track their virtual families, and stay connected to their digital worlds. Tune in to Episode 701 of the Side Hustle Show to learn: how to turn a personal hobby into a profitable niche business how TikTok and YouTub...

Oct 09, 202537 minEp. 701

700: From $9 to $350K: How I Built and Sold an AI-Powered Website

Tanya van Gastel details her journey building Multiverse.ai, an AI headshot generator, from a $9 start to a $350K sale in under two years. She shares strategies for competing in a crowded market, leveraging low-cost marketing like Reddit and affiliate programs, and transitioning from B2C to lucrative B2B clients. The episode also explores dynamic pricing, the evolving landscape of SEO in the AI era ("GEO"), and crucial steps for positioning a business for acquisition.

Oct 06, 202552 minEp. 700

699: Creative Side Hustles That Make Real Money - Part 8

This is normally a Thanksgiving tradition on the show, but I've seen so many fun ideas come across my desk this year, and we just couldn't wait! Welcome to Round 8 of Creative Side Hustle Ideas. And to help out with this round, I'm joined by someone who's no stranger to the side hustle world. As the CEO of Flippa.com , the number one platform to buy and sell online businesses, Blake Hutchison has had a front row seat to thousands of profitable side projects. Today, he's here to share that perspe...

Oct 02, 202548 minEp. 699

How to Start a Hot Tub Rental Business: Zero to $1000s per Month (Greatest Hits)

You've heard of Hot Tub Time Machine , but how does Hot Tub Cash Machine sound? That’s effectively the business model this week’s guest, Steve Nadramia. Steve is a high school history and economics teacher in New York, and a listener of the show. He reached out after our Thanksgiving episode , which touched on renting out attic space and even camper vans and semi-trucks as potential sources of recurring revenue. His unconventional rental business? Portable hot tubs ! Steve started a hot tub rent...

Sep 25, 202547 min

698: Reacting to Reddit Side Hustles

We've got $10,000 a month writing on Medium, $1000 a day washing windows, $50 an hour assembling furniture, and more! In this episode, we're running through some of the most favorite and most unique side hustles discovered on Reddit. To help break these down is longtime listener and side hustle expert Whitney Bonds . Whitney joins us fresh off her own viral success, building a thriving YouTube channel and turning online content into real income. Tune in to Episode 698 of the Side Hustle Show to ...

Sep 22, 202545 minEp. 698

697: 10 Recurring Revenue Side Hustles

This episode explores 10 diverse and realistic recurring revenue side hustles, demonstrating how to build predictable income and avoid feast-or-famine cycles. Nick Loper showcases various successful models, from white-labeling software and local subscription services to rental properties, online memberships, and scalable coaching. The core principle highlighted is solving recurring problems for consistent financial momentum.

Sep 18, 202553 minEp. 697

696: This 15-Year Old is Running a $100,000 Business From His Bedroom

What if you could turn a teenage sports annoyance into a $100k business while juggling school, sports, and everything else that comes with being 15? Harrison Nott has done exactly that. Starting at just 13 years old, Harrison built CoolTowel into a business projected to hit £100,000 (about $130,000) in revenue this summer alone. The spark came from a simple problem: getting overheated and uncomfortable while playing squash. Harrison saw an opportunity in the cooling towel market that barely exis...

Sep 11, 202542 minEp. 696

695: The Most Unique Niches, Small Town Side Hustles, Monetizing Art, and More: Q&A with Nick

Nick Loper dives into listener questions covering a wide array of side hustle challenges and opportunities. Discussions include strategies for starting a business with $5,000, creative home-based ideas for parents, and maintaining anonymity online. The episode also explores practical applications of AI, methods for identifying market demand through keyword research, and innovative ways to monetize artistic skills. Nick shares personal experiences, like appearing on a CNBC course, and delves into the philosophical question of "enough" for wealthy individuals, concluding with a showcase of fascinating and unique side hustle niches from the Side Hustle Nation community.

Sep 08, 202544 minEp. 695
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