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  • 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.

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  • 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!

  • 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 prices and reselling it on Amazon at a profit.
    In this episode, Corey shares his best tips and insights featured in his book, The 5 Pillars of Amazon Wholesale and his free Wholesale Challenge training.

    Full Show Notes: How to Make $3.2M/Year Reselling Products on Amazon
    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!


    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!

  • 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, there absolutely is! And that's what I'm breaking down in this post—your four options to start a profitable side hustle, even if you think you're skillless today.
    Full Show Notes: What Side Hustles Can You Start if You Don't Have Any Skills?
    New to the Show? Get your personalized money-making playlist here!
    Sponsors:


    Cantaloupe — Join the 30,000+ entrepreneurs who rely on Cantaloupe to run and grow their vending businesses!


    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!


    Squarespace - Start building your professional website today!

  • 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 superyacht training here!)
    Tune into Episode 602 of The Side Hustle Show to learn:

    building audiences with free valuable content

    turning followers into email subscribers using lead magnets

    boosting sales through live virtual trainings and webinars.

    monetization models like courses, plans, and memberships.


    Full Show Notes: $10k/mo On The Side Sharing What You Already Know
    New to the Show? Get your personalized money-making playlist here!
    Sponsors:


    Cantaloupe — An all-in-one platform that powers self-service commerce around the world with innovative technology and software solutions for businesses of all sizes


    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.

  • 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 work yourself or hire contractors.

    Put a paying tenant in the newly rehabbed home.

    Refinance the home with a traditional bank loan and pay back the original funding source.

    The end game is positive monthly cash flow from rental income, plus building a long-term wealth through tenants paying off the mortgage.
    Austin has developed some unique and interesting ways to hard money and private money to fund his property purchases.
    The best part – it’s truly a side hustle that can be done in a few hours a week the end result is passive income from rental revenue.
    Tune in to hear how Austin finds killer deals, buys the houses without risking his own capital, and then rehabs them to get ready to rent.
    Full Show Notes: Free Houses: How to Build a $1 Million Real Estate Portfolio on the Side
    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!


    This is Small Business Podcast - Brought to you by Amazon, explore the stories of small business owners as they navigate their path to success!

  • 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 traditional entrepreneurial breeding grounds.
    Not exactly the traditional path for an entrepreneur, right?
    And yet, the untraditional route Carter took allowed him to build a unique $100k consulting business, with almost all the revenue coming in just half the year.
    While Carter's career path didn't seem logical as a tutor, he was about to discover an untapped market niche that was waiting to be explored.
    Tune in to Episode 601 of The Side Hustle Show to learn:

    How to come up with your lucrative side hustle offer

    How to get your first customers

    How to grow the business

    How to handle the delivery logistics as a solopreneur


    Full Show Notes: The $100k niche consulting business
    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!


    Airbnb - Start an Airbnb business and earn money as an Airbnb Host!


    This is Small Business Podcast - Brought to you by Amazon, explore the stories of small business owners as they navigate their path to success!

  • 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 and allow her to be present for her family.
    This is where the idea of "low cost = low responsibility" appealed to her, as it would allow her to serve her audience at LizWilcox.com while maintaining a manageable workload.
    So Liz had the idea to create her flagship offer The Email Marketing Membership - a set of done-for-you email newsletter templates that members could access for just $9 per month.
    Tune in to Episode 600 of the Side Hustle Show to learn:

    How to come up with ideas for your own recurring revenue membership

    How Liz built her own email list and audience

    How to improve retention and continue delivering value to members


    Full Show Notes: $500k from a $9 membership
    New to the Show? Get your personalized money-making playlist here!
    Sponsors:


    US Bank — Get a 75,000-point sign-up bonus with the US Bank Business Altitude Power World Elite Mastercard, and earn 2X points on everything you buy for your business.


    Squarespace - Start building your professional website today!


    Airbnb - Start an Airbnb business and earn money as an Airbnb Host!


    This is Small Business Podcast - Brought to you by Amazon, explore the stories of small business owners as they navigate their path to success!