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!...
Jul 04, 2024•1 hr 1 min
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...
Jul 01, 2024•25 min•Ep. 616
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 communit...
Jun 27, 2024•54 min•Ep. 615
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 Ar...
Jun 20, 2024•55 min•Ep. 614
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...
Jun 17, 2024•23 min
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, st...
Jun 13, 2024•43 min•Ep. 613
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...
Jun 06, 2024•1 hr 1 min
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 includ...
Jun 03, 2024•20 min•Ep. 612
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...
May 30, 2024•56 min•Ep. 611
$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 no...
May 23, 2024•57 min
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 "S...
May 20, 2024•37 min•Ep. 609
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...
May 16, 2024•55 min•Ep. 608
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 w...
May 09, 2024•1 hr 5 min•Ep. 607
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 ...
May 06, 2024•43 min•Ep. 606
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 mate...
May 02, 2024•48 min
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 figur...
Apr 25, 2024•55 min•Ep. 605
Ever wish you could get a piece of the Amazon pie? Corey Ganim of coreyganim.com did just that, banking $3.2 million in sales by selling other people's products on the e-commerce giant's platform. And he didn't have to deal with the massive upfront costs and headaches of manufacturing his own products. Corey got started in early 2019 and went full-time with his unique wholesale business model by mid-2020. He's since built a multi-million-dollar business buying brand-name inventory at wholesale p...
Apr 18, 2024•1 hr 2 min•Ep. 604
One of the most common questions I get is, "What if I don't have any skills? Can I still start a side hustle?" On the one hand, I totally get that feeling. If you're a teacher, tutoring might seem like an obvious side gig. If you're an accountant, you could freelance or start a bookkeeping business. But not everyone's skills neatly align with a natural side hustle. So what do you do if you don't think you have any marketable skills? Is there still a path to earning extra income on the side? Yes,...
Apr 11, 2024•46 min•Ep. 603
If you've ever thought about traveling the world while getting paid (and mingling with the rich and famous on the side), Hugo Ortega's side hustle story may appeal to you. After spending 9 years working as a yacht crew member and captain, traveling to over 60 countries, the former engineer decided to turn his niche career experience into a fast-growing online course business—Superyacht Sunday School. Now, it has grown into a full-time business earning $10K/month. (Sign up for Hugo's free superya...
Apr 04, 2024•54 min•Ep. 602
Austin Miller built a $1.2 million real estate portfolio at 31 years old -- for free. He's a side hustling real estate investor specializing in "creative" financing deals -- houses he can buy without using his own money. Austin is the author of Free Houses: How To Build Your Real Estate Investment Portfolio With No Money. His basic strategy is this: Find a killer deal on a house that needs some work. Buy it with the creative financing methods Austin talks about in this episode. Either do the wor...
Mar 28, 2024•39 min
When you hear "college admissions essay consultant," you might imagine some dull, overly formal academic type. But Carter Osborne from carterosbornetutoring.com took a pretty unconventional path to dominating this niche business. When he started providing tutoring services on the side, he was just a "broke, desperate graduate student" in need of some extra money. Carter actually had no formal business training. His background was in political science and public administration—so not exactly the ...
Mar 21, 2024•53 min•Ep. 601
Liz Wilcox found herself at a crossroads. With a growing email list of beginners wanting to learn about email marketing, she knew she wanted to find a way to step away from client work within a couple of years. She had just signed a huge copywriting contract worth $20,000... her biggest one yet. But instead of excitement, all she felt was dread about the massive project she now had to take on. And as a single parent, she knew the importance of creating a business that would support her lifestyle...
Mar 14, 2024•55 min•Ep. 598
Tired of trading time for money at your 9 to 5 job? Looking for a way to make passive income with minimal startup costs and overhead? Then starting a vending machine business may be perfect for you. The vending machine industry was valued at $42 billion last year and is expected to grow at 8.1% from 2024 to 2030. Profitable vending machines are everywhere — offices, apartment buildings, gyms, airports. Wherever people gather, there’s an opportunity to provide convenient access to snacks, drinks,...
Mar 07, 2024•48 min•Ep. 599
What's one small change you could make right now to instantly improve your life? I'm talking about tweaks that are completely within your control—minor upgrades that deliver outsized returns on your happiness. Today we're talking 21 little life upgrades—small purchases, shifts, and habits you can adopt this year to improve your life. I'll be sprinkling in some of my own tweaks throughout, but we've also got a ton of suggestions from the Side Hustle Nation community on everything from work hacks ...
Feb 29, 2024•43 min•Ep. 596
Three years ago Design Pickle didn't exist. It wasn't even an idea in founder Russ Perry's head yet. That's why it seems crazy to me that today the unlimited graphic design service is doing $400k in monthly recurring revenue! Back in 2014, Russ was running a creative agency, but he started to hate everything about it. “I felt like I was in a prison of my own creation,” he said. By January 2015, he'd shut down his agency and started working as a freelancer. Not wanting to build a similar prison a...
Feb 22, 2024•47 min
Miao Rios was listening to the Side Hustle Show episode “Rank and Rent” with Luke Van Der Veer about creating niche websites to rank them on Google, then renting out the leads to local service businesses. She decided to give it a try, and just 3 months after creating her first site, she got an unexpected call. It was from the Ministry of Education in New Zealand, inviting her new website business to bid on a large demolition project for a local school. Despite having no actual demolition capabil...
Feb 15, 2024•53 min•Ep. 597
You may remember the story Jacques Hopkins first shared on the Side Hustle Show in 2017 about his online piano course. Over the past decade, he systematically scaled Piano in 21 Days, into a powerhouse brand that generated over $4 million in sales. Now in 2024, I connected with Jacques again to get an update on his current projects and perspective looking back on his entrepreneurial wins and lessons learned over the past years. Like all savvy business owners, his approach and focus has evolved q...
Feb 08, 2024•49 min•Ep. 596
What if I told you that you could launch a million-dollar business this weekend? Sounds crazy, right? I recently had the pleasure of having Noah Kagan back on the Side Hustle Show podcast. You might remember him from Episode 237 about brainstorming and validating business ideas. Noah is a serial entrepreneur and founder of AppSumo, The Noah Kagan Youtube channel, Noah Kagan Presents podcast, and several other successful ventures. He recently launched a new book called Million Dollar Weekend: The...
Feb 01, 2024•53 min•Ep. 595
Making an extra $100 a day through side hustles might seem out of reach for many people. So how did one side hustler earn over $10,000 in just 100 days? Jaclyn "Jackie" Mitchell (@jaclynmitchell) set out to save for a down payment on a house by breaking a big goal into bite-sized daily targets. By earning $100 every day over 100 days, she ended up netting a total of $10,972. How’d she do it while working a full-time job? By relentlessly testing quick-hitting side hustles, working in public to ho...
Jan 25, 2024•50 min•Ep. 594
As the author of more than 70 books, Steve “S.J.” Scott is one of the most productive and disciplined people I know. His latest title, Habit Stacking, became a Wall Street Journal Bestseller and served as the inspiration for this episode. (Long-time listeners might remember Steve from WAY back in the archives; he was my guest in episode 9 where we discussed how to earn money as a side hustling author.) This time though we’re diving into a few of the habits that allow Steve to continually drive h...
Jan 18, 2024•49 min
