I wish I was half as smart now as I was at 16!
But learning everything you don't know is part of the process.
One thing I love about my work is I feel like I learn new things every day. Sometimes they're small little tweaks and hacks, and other times they're broader strategies or ideas.
I'm incredibly fortunate to have a healthy family and to get to work on stuff I love every day. Each year that goes by makes me more and more aware of that fact.
But the life I have today didn't happen overnight. It's the result of literally decades (well, at least 2) of entrepreneurial education, trial and error, hustle, and if I'm being totally honest, luck.
In any case, here are 40 life lessons I've picked up in my 40 years on this planet.
Full Show Notes: 40 Things I've Learned in My 40 Years
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533: 40 Things I've Learned in My 40 Years

The entrepreneurship podcast you can actually apply! The award-winning small business show covers creative ways to make money online and offline, including blogging, online business, freelancing, marketing, sales funnels, investing, and much more. Join 100,000+ listeners and get the 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.

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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
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609: The Stadium Model of Entrepreneurship: How to think like a sports franchise to unlock more profit from your business

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
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The Next Wave - Your personal Chief AI Officer for implementing AI to drive business growth.


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608: How to Start a Billboard Business: $30k a Month Part-Time

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
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Squarespace — Start building your professional website for free today, and take 10% off your first website or domain!


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Hertz – Go wherever the road may lead!

607: 10 Rules to Get Rich and Build Wealth

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!

606: Side Hustle Stacking: How One Extra Income Stream Can Lead to More

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!

533: 40 Things I've Learned in My 40 Years

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