If you ever see me at a casino, you’ll often find me playing cards at the Pai Gow poker table. Now Pai Gow is definitely NOT the sexiest game at the casino, nor is it one that draws a huge crowd.

But those who appreciate Pai Gow enjoy the game for its simplicity, its longevity and its potential for a large payout.

In fact, I’ve learned to love the game so much that I use the principles of Pai Gow to model my entire financial strategy.

My Simple Philosophy For Achieving Financial Freedom In 5 Years Or Less

The simple plan that I’m about to describe has allowed me to create multiple 6 and 7 figure side hustles and achieve financial freedom.

Both my wife and I no longer rely on a day job for income and barring any major catastrophes, we are essentially financially secure.

Editor’s Note: In case there’s any misunderstanding, my financial freedom plan does not involve gambling at a casino:)

The Rules Of Pai Gow And How They Apply To Financial Freedom

Pai Gow

Now before you can understand the lessons that I’ve learned from Pai Gow, you must first learn how the game works.

Below is a quick 1 paragraph description of the rules of the game.

You and the dealer are dealt 7 cards. And with these 7 cards, you create 2 poker hands, a 2 card hand and a 5 card hand. Both of your hands then go up directly against the dealer’s 2 hands.

If you win both poker hands, you win the bet.
If you lose both, you lose.
And if you win one and lose one, you tie and no money changes hands.

Here’s the thing.

More than half the time, you end up tying with the dealer and no money changes hands.

In fact, I’ve literally sat at a Pai Gow poker table for hours before and not won or lost a single dime!

Now given the slow nature of the game, how can you possibly win money if you’re pushing with the dealer more than half the time?

How the heck can you hit the jackpot playing such a boring game?

The Fortune Side Bet

The secret to Pai Gow lies with the fortune side bet.

Whenever you play a hand of Pai Gow, you are offered the chance to put some additional money in a side pot that pays out like a slot machine depending on what hands you’re dealt in the regular game.

For example if you happen to get a straight flush, you win a large sum of money.

Even hands as low as 3 of a kind still pay out a decent multiple of your bet. And as if that weren’t enough, you can still win even if a “different player” at the table gets a good hand as well.

Therefore, even though you push with the dealer more than half the time and you rarely make any money on the regular game, you always have the chance to win a huge payout.

How The Different Facets Of Pai Gow Apply To Your Finances

Pai Gow Quit

Now the regular game of Pai Gow is super slow and boring but the advantage is that you can play for a long time without losing money.

And it turns out that Pai Gow is an excellent analogy for your day job.

A regular day job is great for paying the bills and making ends meet but you will NEVER ever make life changing money by working for someone else.

Even if you were to go above and beyond and make your company a lot of money, your potential upside is capped by your steady salary.

On the other hand, the fortune side bet is where it’s at. By placing a small side bet on the table, you have the potential to make a thousand times the money you would make otherwise.

But the catch is that you have to risk a little money to play.

In real life, your fortune side bet is starting your own business. You might not win on your first try but the longer you play, the more likely you will succeed.

But if you languish on the sidelines and stick with the regular game, you’ll never get anywhere.

One of the reasons I love the game of Pai Gow is that I can go to the casino and play all night without losing all my money.

And my ability to last a long time gives me enough runway for a chance to hit the jackpot!

A More Conservative Approach To Entrepreneurship


One of the questions I most often get asked is whether you should quit your job cold turkey to pursue your business full time.

And I almost always reply hell no!

Ideally, you should keep your day job until you’ve had a chance to fully validate your business idea BEFORE taking the plunge.

After all, running a business is challenging enough as it is and you definitely don’t want financial stress to cloud your judgement.

Even though you might hate your day job and you can’t stand your boss, think of your day job as a way to stay in the game.

Use your salary to buy yourself some extra time until you can grow your business. Stick with something steady until your side project gets off of its feet.

Overall, there are no guarantees with any business. But one thing is for sure. The more time you have to validate your business idea, the more likely that you will eventually succeed.

The best and safest entrepreneurial strategies involve creating a safety net and having the freedom to take small calculated risks.

The Truth About Entrepreneurship


The biggest misconception about entrepreneurs is that they are all inveterate gamblers.

But at this point, I’ve interviewed well over 200 successful small business owners on my podcast and not a single one of them has ever struck me as a big time risk taker.

And I don’t know if the media is to blame but there seems to be this crazy myth that successful entrepreneurs like to take wild chances. But nothing could be further from the truth.

Almost everyone that I’ve interviewed so far has taken a methodical and conservative approach to starting their businesses. And to put it succinctly, here’s what they do…

They take small calculated risks. They don’t bet the farm and they iterate on their mistakes.

When my wife and I first started, we both worked our full time jobs while crafting our ecommerce store on the side.

And while we were worried about failure, running through the worse case scenarios helped to temper our fears.

  • Worse case scenario – Our business flops and we both continue to work at our day jobs.
  • Realistic case scenario – My wife works full time on the business while my day job supports the family.
  • Best case scenario – Our online store takes off big time and we sip margaritas on the beach for the rest of our lives.

How did things end up turning out?

It took a little while, but today our online store is making 7 figures. My wife and I no longer work a regular job and we spend most of our time with family.

Related: You can read my various income reports by clicking here.

In any case, I don’t want to paint the wrong picture. We are definitely not rich and we still have to work. But the nature of our work is much more flexible and rewarding.

And what’s cool about running your own business is that success begets success.

Once our online store started bringing in a steady income, I set aside some of the cash to start MyWifeQuitHerJob.com on the side.

Within 3 years, MyWifeQuitHerJob.com started to take off so I invested some money to start my ecommerce training course.

Once the ecommerce course started making money, I took some money off the table to start my podcast.

From there, my podcast led to an ecommerce conference. And today, I’m in the process of starting 2 new businesses as well!

My latest project is called Go Brand Win which is a service that helps small businesses build their email lists for FREE.

In fact if you have an ecommerce brand, I encourage you to join.

Click Here To Apply For Free

My other new project is called The 5 Minute Pitch which is a Shark Tank like show where we’re giving away $50,000 to one lucky company.

Now I don’t project that either of these companies will make much money at all for the next few years and that’s ok.

My other businesses will finance these projects until they get off their feet.

Key Takeaways

If you take away anything from this post, it’s that you will never make life changing money unless you play the fortune side bet.

And in real life, your fortune side bet is your business.

But starting a side hustle doesn’t have to be risky.

If you decide to take the plunge, then make sure you have a backup plan.

Stay at your day job until your side hustle can you support you. Then, build upon your existing successes until you have a portfolio of income streams.

Further Reading: How Long Does It Take To Start An Online Business?

Editor’s Note: If you are interested in playing the fortune side bet and learning how to start your own ecommerce store, then consider taking my FREE 6 day ecommerce mini course.

I’ve been told that this free course is better than most paid courses out here.

Click Here To Sign Up For Free

Ready To Get Serious About Starting An Online Business?

If you are really considering starting your own online business, then you have to check out my free mini course on How To Create A Niche Online Store In 5 Easy Steps.

In this 6 day mini course, I reveal the steps that my wife and I took to earn 100 thousand dollars in the span of just a year. Best of all, it’s free and you’ll receive weekly ecommerce tips and strategies!

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