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The Powerball jackpot has swelled to $1.30 billion for Wednesday’s drawing which will pay out an estimate $589 million cash prize. In my mind, I’ve already won.
I am taking the ‘Han Solo Approach’ here and asking that you never tell me the odds and just let me live the next 24 hours imagining my life winning the $589 million Ppowerball jackpoet cash prize. The max tax rate in the US right now is 37%. Would a Powerball jackpot winner pay out 37%? Most definitely not. They’d hire some clever accounts to keep as much money as possible but let’s just take away 37% for this thought experiment where we look at all the fun things I can and will buy after winning.
After Uncle Sam takes the 37% cut, they will receive a sickening check for $217,930,000 leaving me with $371,070,000 to spend at my leisure…
Everything I’m Going To Buy After Winning The Powerball Jackpot
At this point, dear reader, I hope you’ve accepted that me winning the Powerball jackpot is a foregone conclusion. Hae I purchased tickets yet? No. But I plan on it. So in my mind I’m already $371 million richer.

iStockphoto / molchanovdmitry
Obviously, I will need an island lair in order to enjoy my hundreds of millions of dollars. Thankfully there is an easy outlet for that.
The website IslandSeeker.com lists luxury islands for sale in Australia, the Bahamas, Belize, Brazil, etc. There are some SICK islands available for purchase in the U.S. Virgin Islands. If I was smarter I would look to buying property in Grand Cayman but in this thought experiment I’ve already paid Uncle Sam over $217 million so the USVI’s will do just fine!

iStockphoto / Garrett Aitken/PaulMcKinnon
Next, I will want to assemble a fleet of fast-food franchises to ensure that my money continues to work for me. After all, this is generational wealth and I want it to last for my progeny to enjoy.
According to this article from Business Insider, the range in cost to open a Chick-fil-a franchise is between $219K and $2.9 million. Great. Give me 10. A McDonald’s franchise costs $1 million/each. I’ll take 5. Google says a Whataburger franchise ranges in price from $1.2 million to 3 million. I’ll take two, please.

iStockphoto / batuhan toker
Having an in-home theater is the best. I can attest to that with a projector setup in my house.
But what I don’t have is an IMAX private theater where the “Palais” entry-level setup starts at approximately $400K for an in-home IMAX theater and easily gets over $1M quickly wit upgrades. Worth it.
I’ll need some boats…
If you have read BroBible for long enough you know I have a passion for fishing. Could I afford this entire fleet? Absolutely not. But I could purchase an explorer yacht with a sportfisher that can be transported on the deck so I can travel the seven seas and catch pelagic fish all across the planet. To me, that would be heaven on earth.
From there, I will need to spend about $2 million on fishing equipment to outfit the boats so that we can fish anywhere anytime. I want to be able to catch bonefish in the Caribbean, pop through the Panama Canal and reel in Black Marlin off the Zane Grey Reef. Then shoot down to the Galapagos and fish for swordfish. Maybe after that we’ll make the run out to Hawaii and target spearfish. Why not?

Four Roses
My boats and homes will be filled with bourbon, of course. I’ll start with a few bottles of this year’s Four Roses Limited Edition Small Batch, one of my favorite ultra-premium bourbon releases each year.
I’ll pick up a few bottles of the Old Forester Birthday Bourbon for good measure. Insanely good flavor profile aside, is it not one of the best looking bottles in bourbon?
We will, of course, need some bottles of Old Rip Van Winkle Bourbon which I’m not ashamed to admit I’ve never had… Soon though! Just as soon as my Powerball jackpot winnings hit the direct deposit it will be straight to the liquor locker for me.

Rimac
When I’m not on my boats I’ll need a supercar to ferry me about town. I’ll start with the Rimac Nevera which goes 0-to-100 in a cool 3.2 seconds, and holds all sorts of speed records.
The 1813 horsepower Rimac Nevera has a price tag of $2.2 million so I’ll only need one. I will need to save some money for my fast food franchises… and wine.
Speaking of wine, I interviewed Sonoma-based winemaker Jesse Katz a few years ago and learned about how celebrities can procure elite private wine barrels from the finest winemakers in the world. I want that. If that isn’t a worthy use of Powerball jackpot winnings I don’t know what is.
And just for good measure I would like a bottle of this 1960 Karuizawa Whisky which sold for over $600K a few years ago.

Max / HBO / The White Lotus
Back in March, I published this collection of every watch worn in The White Lotus season 3. After I collect my hundreds of millions in Powerball jackpot winnings I can go on a spending spree.
Of all the season 3 watches, which I wasn’t particularly in love with, I’ll at least start by purchasing the Rolex Day-Date Ref. 228238 which was worn by ‘Timothy Ratliff’ in season 3. It’s a class gold Rolex and you can’t go wrong with that.