The Side Hustle Show

Let's talk about 9 rules to scaling up your side hustle. We've got a lot of episodes on the zero-to-one part of the equation, but now it's time to go from one to two to ten. Joining me is Justin Williams, a serial entrepreneur who's done it all—from flipping over a hundred houses a year to scaling and selling an online education business. Now, he's the brains behind millionaireuniversity.com and its accompanying podcast. Full Show Notes: 9 Rules to Scale Any Side Hustle New to the Show? Get your personalized money-making playlist here! Sponsors: Shopify — Sign up for a $1 per month trial! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

Do you have an overwhelming number of photos scattered across your phone or even tucked away in dusty albums in the attic? Would you hire someone to organize it for you? I never imagined photo organizing as a side hustle could pay $85/hr per project, nor did I anticipate its high demand. But Cheryl DiFrank from mymemoryfile.com says she's building a six-figure business in the process. Tune in to Episode 619 of the Side Hustle Show to learn: how photo organizing works who it might be a good fit for how to launch this side hustle going off the ground Full Show Notes: $85/hr Organizing Other People’s Pictures New to the Show? Get your personalized money-making playlist here! Sponsors: Ladder – Get instantly approved for term life insurance—no doctors, no needles, no paperwork! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! Shopify — Sign up for a $1 per month trial!

Are you ready to hand in your two week's notice and become your own boss? Not so fast. Quitting your job to pursue your business full-time is a dream for many side hustlers, but there are a few things you should have in place before you make the leap. When I was working in my corporate gig, I probably stuck around longer than I needed to because I'm a little more risk averse. I was out to dinner with my boss in Eureka, CA ... and it wasn't until my second beer I finally got up the nerve to tell him I was leaving. Since I'd been thinking about it for at least a year, it felt amazing to get that off my chest. But it wasn't a spur-of-the-moment decision or a triumphant flip-off-everyone-in-the-office-and-make-a-dramatic-exit. It was the result of 3 years of hustling nights and weeks to build my business (the now-defunct footwear comparison shopping site). Here are the most important questions to answer before you make the leap. Full Show Notes: 7 Questions to Ask Before You Quit Your Job New to the Show? Get your personalized money-making playlist here! Sponsors: Shopify — Sign up for a $1 per month trial! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

It’s 2019, and we hear from a couple of guys on the Side Hustle Show about their part-time website. It’s about a year old, and they’re writing these in-depth product reviews and comparison posts, monetizing with affiliate partnerships, and doing around $20k a month. Fantastic results for a fairly new site. That site was finvsfin.com, and it recently sold just a few months ago for a 7-figure sum. Co-founder Alex Goldberg is here to catch us up on what’s working today in a volatile SEO landscape and how website owners can still position themselves for success while relying less and less on organic traffic. Tune in to Episode 617 of the Side Hustle Show to learn: the traffic source that saved Fin vs Fin during SEO volatility how to de-risk your business from organic traffic dependence the basics of ads arbitrage for your niche how to secure profitable partnerships for the latest about Alex's new project, check out Paid Media Affiliates.com Full Show Notes: Scaling to a 7-Figure Sale: Affiliate Marketing Beyond SEO New to the Show? Get your personalized money-making playlist here! Sponsors: Shopify — Sign up for a $1 per month trial! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

We all have a limit to our capacity. For some entrepreneurs and small business owners, that’s a tough pill to swallow. But when you’re up against that ceiling you've got two options. You can: Settle in. Get help. This episode is about growing your team in such a way that you have some breathing room in your schedule and in your mental bandwidth to do the work that’s required of a business owner. Even though I’ve been hiring virtual help in my businesses since 2005, I’ve still got a lot to learn! This is something that’s been on my mind this year as I think about where I want my current operations to go and who can help get me there. To help dive into this topic, I’m excited to welcome John Jonas and Nate Hirsch to the show. Between them, they’ve got more than 60 virtual team members and have been practicing remote management for more than a decade. They both run platforms to help you make your first virtual hire as well: John heads up OnlineJobs.ph, the largest remote job board and resume database for workers in the Philippines. Nate created FreeeUp.com, a curated freelance marketplace for workers all around the world. He also founded Ecombalance.com, a monthly bookkeeping service for Ecommerce Sellers/agencies, and OutsourceSchool.com where he teaches his hiring processes. Tune in to hear John and Nate’s take on when it’s time to hire, how to find the best talent for your budget, and some common mistakes to avoid. Full Show Notes: Hiring Your First Virtual Assistant: When, Where, and How to Do it Right New to the Show? Get your personalized money-making playlist here! Sponsors: Shopify — Sign up for a $1 per month trial! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! This is Small Business Podcast – Brought to you by Amazon, explore the stories of small business owners as they navigate their path to success!

In this episode, we're diving deep into the listener mailbag for a Q&A session. I'll tackle things like lifestyle creep, the role of luck, and inadvertently breaking a bunch of links. And hey, why does it seem like every podcast guest is selling an online course? Spoiler: there’s some truth to it, and we’ll dig into why that happens. This is the 16th installment of this series, so feel free to check out the older ones: 585: Giving Away Ideas, Getting Great Guests, Growing Your Business, and More: 20 Questions With Nick 556: Pricing, Podcasting, Permission to Quit, and More: 20 Questions with Nick 498: Profitable Podcasting, Getting Clients, and $50k/mo in Passive Income: 20 Questions with Nick 451: Affiliate Marketing, Early Retirement, and Side Hustle Shifts Over 8 Years of Podcasting: 20 Questions with Nick 431: Fear of Selling, Protecting Ideas, Podcasting and More 412: Side Hustle Ethics, Charging Your Friends, the Side Hustles I’m Most Excited About, and More 365: Market Saturation, Mind Mapping, Miracle Mornings, and More 346: The Con of the Side Hustle, Beanie Babies, Affiliate Marketing, and More 320: Multiplying Money, Morning Routines, and $100k Side Hustles 291: Email, Ebooks, Platforms, and Conferences 271: Brilliant Blogging, Ruthless Productivity, and Guaranteed Success 245: Network Marketing, Imposter Syndrome, My Side Hustle Mistakes, and More 219: Growing Traffic, Monetization, List-Building, a Day in the Life, and More 198: Blogging, Branding, Book Writing, and Finding the Right Side Hustle for You 181: SEO, Affiliate Marketing, Self-Publishing, Udemy, and More It's a jam-packed Q&A session with actionable insights to help you level up your side hustle game, so there's a little something for everyone in this episode. Let's dive in! Full Show Notes: Lifestyle Creep, Luck, and Why Every Podcast Guest Has an Online Course: Q&A w/ Nick New to the Show? Get your personalized money-making playlist here! Sponsors: Shopify — Sign up for a $1 per month trial! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! This is Small Business Podcast – Brought to you by Amazon, explore the stories of small business owners as they navigate their path to success!

Local newsletter business opportunities have always caught my eye as a side hustle enthusiast. I'm constantly on the lookout for ventures that are low overhead, scalable, and sellable. Newsletter businesses, with examples like The Hustle and Morning Brew, tick all these boxes, selling for impressive 8-figure exits. But Ryan Sneddon from Naptown Scoop has taken a unique approach to the newsletter business, focusing on his local hometown, Annapolis, Maryland. He has become a pillar of the community along the way while making $200k a year from 18k subscribers. Tune in to Episode 615 of the Side Hustle Show to learn: how Ryan grew his subscriber base how he monetizes the business the logistics of putting out high quality newsletter five days a week Full Show Notes: Local Newsletters: $200k from 18k subscribers Your Listener Bonus: 50+ Newsletter Niches New to the Show? Get your personalized money-making playlist here! Sponsors: Tailor Brands — Get 35% off LLC formation plans! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! This is Small Business Podcast – Brought to you by Amazon, explore the stories of small business owners as they navigate their path to success! LinkedIn Sales Solutions – Try LinkedIn Sales Navigator free for 60 days!

It's not every day you spot one of your podcast guests' yard signs while driving, but that's exactly what happened to me. As we cruised the neighborhood, a bright pink "Kroopin's Poopin Scoopin" sign caught my eye. We first heard from this guest in 2020. She was earning around a thousand bucks a week from her part-time pooper scooper/pet waste removal business. And since then, it has grown to serve almost 200 weekly residential customers at an average ticket price of $99/month. In this 'Where Are They Now?' episode, I have once again Erica Krupin from Kroopin's Poopin Scoopin to talk about what this former side hustle looks like at scale. Full Show Notes: Scaling a Local Service Business: Multi 6-Figures in Pet Waste Removal New to the Show? Get your personalized money-making playlist here! Sponsors: Ladder – Get instantly approved for term life insurance—no doctors, no needles, no paperwork! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! This is Small Business Podcast – Brought to you by Amazon, explore the stories of small business owners as they navigate their path to success! Tailor Brands — Get 35% off LLC formation plans w/ code SIDEHUSTLE.

In honor of father’s day, I wanted to share some of the best advice I’ve received from my dad over the years, and how we can all work to apply it in life and in business. For the sake of background, dad is a chemical engineer — he spent decades of his career at one company — but still had lots of entrepreneurial experiences and insights along the way. (He did do a bit of consulting in retirement!) The funny thing is almost all of these were very literal conversations, which I’ve extrapolated out (30 years later!) to have a broader meaning. And as I think about the kind of advice I want to be passing along to my own kids, I think these kinds of concrete illustrations may be a really effective way to do it. Especially if they turn out to be the over-analyzing types like me! Full Show Notes: Best Dad Advice: 10 Life and Business Lessons from Dad New to the Show? Get your personalized money-making playlist here! Sponsors: LinkedIn Sales Solutions – LinkedIn’s deep sales platform gets you more conversations with people that matter! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! Tailor Brands — Get 40% off the all-in-one platform to build your online brand the smart way w/ code SIDEHUSTLE.

Income producing assets are things you own (or control) that pay you every month, quarter, or year. In this post, I’ll share some of the best income producing assets you can build or acquire — starting on the side. These selections are based on: 15+ years building income-producing assets online 20+ years as an investor in income producing assets 500+ interviews with successful side hustlers You’ve probably heard the saying that it “takes money to make money,” but that’s not always true. Sure, starting with money will help, but you can also create income producing assets with a little sweat equity. Ready? Let’s do it! Full Show Notes: 14 Income Producing Assets New to the Show? Get your personalized money-making playlist here! Sponsors: LinkedIn Sales Solutions – LinkedIn’s deep sales platform gets you more conversations with people that matter! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! This is Small Business Podcast – Brought to you by Amazon, explore the stories of small business owners as they navigate their path to success! Tailor Brands — Get 40% off the all-in-one platform to build your online brand the smart way w/ code SIDEHUSTLE.

A service business is one of the fastest side hustles to get off the ground, and you can scale it by hiring other people to deliver the work. But is there an advantage to staying a solo operator? In this Side Hustle Showdown, we're looking at freelancing vs. building an agency. For this debate, I invited a couple members of The Side Hustle Nation community who both run cleaning companies: Chris Schwab from ThinkMaids.com represented the agency side. We last heard from Chris in episode 294, where he talked about how he’d built his cleaning business to $60k a month in revenue, and scaled back his own involvement to just 10 minutes a day. Ken Carfango from SmartCleaningSchool.com represented the solo freelance side. Ken’s a former engineer and a father of 5 who’s got his cleaning business dialed in where he can knock out the work himself in just a couple days, and enjoy 5-day weekends with his family. Tune in to hear both Chris and Ken discuss which business model is best for: Getting started Finding new clients Scaling Start-up costs How to exit And more If you’re trying to decide which path you want to take, stick around to learn how to avoid the dreaded “valley of despair” that often afflicts service businesses, and how to get started on the right foot. Full Show Notes: Should I Start a Freelance Business or Build an Agency? Side Hustle Showdown New to the Show? Get your personalized money-making playlist here! Sponsors: Squarespace — Start building your professional website for free today, and take 10% off your first website or domain! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! Tailor Brands — Get 40% off the all-in-one platform to build your online brand the smart way w/ code SIDEHUSTLE.

Before we begin, I should note that the single BEST way to make your side hustle feel official is to get paid. As soon as you’ve got your side hustle idea, go sell something. Seriously. That first income — no matter how small — is an empowering moment. In fact, I did a whole episode describing how I got my first sale in 6 different businesses, and later another 25 members of Side Hustle Nation shared their story in this fun round-up episode. But I also understand that many people — myself include — often want some level of “establishment” before they feel comfortable saying they’re open for business. I opened my first LLC while I was still in college and really had no idea what I needed it for. But it felt good, and if I’m being honest, made me feel smart and important too. And later I got plenty of use out of it. And that’s what this post is about. Even though in the early days of your side hustle, you’re better off focusing on getting customers, sometimes you need a little foundation before you’re mentally ready to focus on getting customers. My only caution is not to use this list as fodder for procrastination, but to use it as a checklist to build positive momentum and keep going. Again, before you pull my hustle card, know that you don’t need any of these to get started. But you will need to do most of these eventually, and if you’re the person who likes to get everything in order first, let’s get that excuse out of the way. Ready? Let’s do it. Full Show Notes: 10 Ways to Make Your Side Hustle Feel More Official New to the Show? Get your personalized money-making playlist here! Sponsors:

You know those endless hours you've spent perfecting your Fortnite skills or learning how to defeat a Guardian in Zelda games? There is a chance those skills aren't just good for bragging rights or racking up likes on Twitch. In fact, it is possible to make money out of these games without being an online streamer. I'm talking about teaching video games online, and the demand for these is exploding. In this "Where Are They Now?" series, we have once again Devyn Ricks from missdevyn.com share how much her online gaming teaching business has grown over the last years since we talked in Episode 499. When Devyn and I connected a couple of years ago, she was making around $4,000/month. Today, her business has more than doubled, earning her the title of "six-figure video game mom." She has since expanded her team to 14 teachers. Tune in to Episode 611 of The Side Hustle Show to learn: mechanics of setting up classes on Outschool strategies Devyn used to market her classes how Devyn identified her profitable niche connected with her audience Full Show Notes: The 6-Figure Video Game Mom 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!

$70k in profit at age 19? Not bad for a summer business. Jack Fleming started his lawn care journey with just one lawn mower, knocking on his neighbors' doors. He grew Yard Boyz to generate tens of thousands in profit, allowing him to pay for college debt-free, before selling the business for a six-figure sum. In this inspiring episode, we cover: marketing a local service collecting reviews and protecting your reputation hiring and scaling setting the business up for a 6-figure exit Full show notes: How to Start a Lawn Care Business: $70k in Profit at 19 Your Listener Bonus: 101 Service Business Ideas Sponsors: Ladder – Get instantly approved for term life insurance—no doctors, no needles, no paperwork! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! Squarespace – Start building your professional website today! Hertz – Save at least 20% every time you rent a car with Hertz Business Rewards!

What if we looked at our businesses like professional sports teams? That’s what Vincent Pugliese from Membership Freedom shared, drawing parallels between running a successful business and how sports franchises operate. Vincent helps people build successful membership sites and communities around topics they care about. He previously shared his freelance-to-freedom story of going from making $30k a year to earning $30k in a single day through freelancing. In this episode, Vincent explains the "Stadium Model of Entrepreneurship." This model draws inspiration from how sports franchises operate, offering various levels of access and products to their audience. Full Show Notes: The Stadium Model of Entrepreneurship: How to think like a sports franchise to unlock more profit from your business 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!

Billboards are timeless. And they remain a successful advertising strategy even with the rise of digital technology. With that said, you probably never imagined that a solopreneur could rake in $30,000 a month from it (part-time!). But that’s exactly what Chris Brown from Signs of Good and wantmore.org has done for the past decade. Chris retired early at the age of 42 and now owns approximately 30 billboards around Bentonville, Arkansas. Tune in to Ep 608 of The Side Hustle Show to learn: how to find billboards for sale find places where you could put one how to fill that ad space how passive it is once you’re up and running Full Show Notes: How to Start a Billboard Business: $30k a Month Part-Time New to the Show? Get your personalized money-making playlist here! Sponsors: The Next Wave - Your personal Chief AI Officer for implementing AI to drive business growth. Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post!

Do you want to get rich? To build real, lasting wealth that can change your family's circumstances for generations? Prepare to be disappointed because there are no get-rich-quick shortcuts or overnight secrets. Building wealth takes time, discipline, and sustained effort. But the good news is you can absolutely do it, no matter your current situation or starting point. All it takes is following some proven rules and principles to put you on the path. I'm talking about 10 fundamental rules that will help turn your financial dreams into reality. And they come from my recent conversation with Robert Farrington, founder of the famous personal finance site The College Investor and a longtime guest on The Side Hustle Show. This conversation is based on his article 10 Rules to Get Rich and Grow Wealth. Full Show Notes: 10 Rules to Get Rich and Build Wealth New to the Show? Get your personalized money-making playlist here! Sponsors: Squarespace — Start building your professional website for free today, and take 10% off your first website or domain! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! Hertz – Go wherever the road may lead!

How can one income stream turn into a whole lot more? Simplify first, diversify second—that’s an idea I have always advocated on the show. The first step towards diversifying is to have something working. But how do you know it’s time to diversify? That is exactly what Bjork Ostrom (our previous guest from Ep 46) has done as he (and his wife Lindsay) masterfully “stacked” multiple online businesses that have developed out of their original food blog, Pinch of Yum. This 10-year-old blog has been a launchpad for Food Blogger Pro (a guide for aspiring food bloggers), Clariti (for optimizing your site's content), and the holding company, TinyBit. And this is the framework he uses to decide if an idea is worth pursuing. Full Show Notes: Side Hustle Stacking: How One Extra Income Stream Can Lead to More New to the Show? Get your personalized money-making playlist here! Sponsors: The Next Wave - Your personal Chief AI Officer for implementing AI to drive business growth. Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! Airbnb - Start an Airbnb business and earn money as an Airbnb Host!

Starting a service business on the side is one of the fastest ways to build extra income. It's flexible, low-overhead, and you can probably start with skills you already have. “I had a lot of drive underneath me," Abbey Ashley told me, about starting her service business back in 2013. "I was super pregnant and I hated my job so much,” Abbey started offering her services as a virtual assistant, and connected with her first clients at local networking events in Washington, DC. My the time her maternity leave was up--just a few short months--Abbey had booked enough work to not have to go back to that job she hated. On top of that, she only had to work 20 hours a week to do it, and could work from home. There are almost no barriers to entry to starting a freelance service business, and the startup costs are minimal. (All Abbey did was make business cards for networking.) In fact, it was a service business, a house painting business in my case, that was one of my first entrepreneurial adventures. Over time, Abbey scaled her virtual assistant business from just herself at $20-30 an hour, to her own little virtual agency, to $75 an hour and up for some specialized work. Full Show Notes: How to Start a Service Business to Replace Your Income, Step-by-Step 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! Airbnb - Start an Airbnb business and earn money as an Airbnb Host! Monarch Money — Get an extended 30-day free trial of the top-rated personal finance app!

Google's Helpful Content Update (HCU) hit a lot of online businesses hard with its new update. Even well-established and authoritative websites experienced a significant drop in their rankings. That's why I went behind the scenes with Kelan Kline from The Savvy Couple, whose online blogging side hustle did well even after the update. Kelan built his online business up from making $50 in the first year to now seeing around 500k pageviews a month. That led to his online business making seven figures last year. Tune in to Episode 605 of the Side Hustle Show to learn: Strategies for creating content that resonates with Google's algorithm changes Ways to diversify traffic sources beyond just Google search Tools/tech for content creation, email marketing, monetization, and more. Full Show Notes: Blogging in a Post-HCU World: The Savvy 7-Figure Online Business New to the Show? Get your personalized money-making playlist here! Sponsors: Squarespace - Start building your professional website today! Indeed – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! Airbnb - Start an Airbnb business and earn money as an Airbnb Host! Cantaloupe — Join the 30,000+ entrepreneurs who rely on Cantaloupe to run and grow their vending businesses!