Las Vegas skyline at night

Two Big Ways in Which Investing and Gambling Overlap

This week calls for a bit of celebration. Seeing as my wife and I are now both fully vaccinated, we decided to travel to Las Vegas and meet up with a couple of friends. In addition to resort hopping and gathering material for future Travel Tuesday reviews, I’ve also taken to playing a bit as the mood strikes me.

At the same time that I’ve been hitting up the Strip, the stock market and other investments such as cryptocurrencies have had a bit of an interesting week. This got me thinking about some of the ways the gambling and investing are actually alike — as well as how they’re quite different. Here are a couple of examples that came to mind:

Don’t Invest or Gamble More Than You Can Afford to Lose

You had to see this one coming, right? It’s easily one of the most important rules of investing and gambling — and for good reason. I always advise that, before you pour money into a slot machine or into a stock, you should be prepared for that money to burst into flames. Otherwise, you could end up putting money at risk that you can’t actually afford to lose, which is really just tempting fate.

Being realistic, the odds of losing everything by investing in an S&P 500 ETF versus the odds of going belly up at the Craps tables are massively different. Therefore, there’s really wiggle room to that first rule (such as I wouldn’t advise workers not to invest in their 401(k)s just because they can’t really afford to lose those funds). Still, as a general principle, I think it applies.

Keeping Your Emotions in Check

To paraphrase the Most Interesting Man in the World (he’s still relevant, right?), “I don’t always gamble, but when I do, I prefer Blackjack.” As many amateur Blackjack players likely know, to give yourself the best chance at succeeding at the game, you should adhere to the rules of Basic Strategy — often humorously referred to as “BS.” By playing perfect BS and selecting tables that play by the most advantageous rules, players can limit the house edge to fractions of a percent. However, not only does it take a lot of practice to memorize the basic strategy table but following its teachings in theory can also be a lot easier than doing so in practice. For example, hitting on 16 can be scary given the likelihood of a bust and doubling down when you’re supposed to can be complicated if you’re watching your chips stack dwindle. Yet, while these plays certainly won’t work out 100% of the time, they are what’s right in the long run.

This is quite similar to investing, where emotions can often lead consumers to make mistakes. An obvious example involves market dips and even crashes. As is often said, the only way to lock-in market losses is to sell. Thus, it’s typically advised that long-term investors “stay the course” and resist the urge to panic sell.

Of course, something to note here is that “staying the course” means two very different things depending on whether you’re talking the stock market or the Blackjack table. For long term investors, it may be best to shrug off losses and wait for a return. However, to some, that might equate to chasing your losses in gambling, which can be dangerous. Instead, the course that you’re staying is playing to your basic strategy, not assuming that you’re bound to win if you just keep playing.


The line between investing and gambling can often be blurred, with one only needing to look at the rise in stocks such as GameStop and AMC for evidence of that. But, the truth is, the two activities may have even a bit more in common than some financial experts may be willing to admit. Ultimately, regardless of whether you’re investing, speculating, or just straight up gambling, knowing your risk tolerance and adhering to it is what’s most important. Good luck!

Get the Latest News Delivered to Your Inbox
The "Email" field is empty, you must enter some text to proceed.The text you entered in the "Email" field appears to be invalid, please edit it and try again
Popular Articles
"Smart Brevity" Book Review — Can it Help Improve Your Writing?
I'm not 100% sure when it was that I first heard about the site Axios. Regardless, these days, I'm subscribed to several of their newsletters, regularly visit their website, and may or may not have already taken some inspiration from them when revamping the news style of the Disney site I write for. For those...
Solis is Launching Yet Another New Global WiFi Hotspot Model
Back in 2019, I purchased my first Solis (then known as Skyroam Solis) international hotspot device. Since then, though, the company has rolled out a number of new models — and that pace has really hastened over the past couple of years. That continued this month as preorders for their new Solis Tag device opened....
The Author Journey: Combating Headwinds
A few months ago, I resolved to finally get cracking on a book idea that had been floating around in my head for some time now. To correspond with this goal, I also decided to launch a monthly blog series taking you through the ups and downs of preparing a manuscript. Well, this particular entry...
Everything You Need to Know About Flying Allegiant Air in 2026
Updated on February 3, 2026 When my wife and I moved to Springfield, Missouri more than a decade ago, one of the selling points (or at least what kept it in the running) was that there was a nearby airport that served a decent number of destinations. Unfortunately, while it is convenient, flying out of...
Travel Tuesday: Crockfords Las Vegas (Resorts World)
You're not going to believe this but, recently, my wife and I spent more time in Las Vegas. Having returned, it's now time to continue my ongoing Las Vegas Content Bonanza™. Today, I'll be taking a look at the Crockfords hotel located at the new Resorts World complex on the Strip. This luxury property happens...
Featured Articles
You Can Now Discover and Book Allegiant Flights on Expedia
For the first time ever, those searching for flights will be able to book Allegiant Airlines on a site other than the airline's official website. This week, it was announced that Allegiant had reached an exclusive agreement with Expedia Group. Although, at this time, the deal is only set to last for 12 months. Since...
Travel Tuesday: July Capsule Carry On Pro Luggage Review
I've never been a big fan of hardshell luggage. Even as I've seen them become the preferred option among travelers that I see in the airport, not that I'm keeping a strict count, I never really understood them. Mainly, my issue is that the typical clamshell design that splits the bag into two equal parts...
Another Centurion Lounge Access Policy Update is Now in Effect
Over the past several years, the popularity of airport lounge networks has caused these locations to adjust their entry rules. For example, Delta Sky Clubs now limit the number of times Amex Platinum and Delta SkyMiles Reserve cardholders can visit per year, while Amex's own Centurion lounges have disallowed cardmembers from bringing guests — although,...
Amex's Saks Fifth Avenue "Make Good" Offers Are More "Meh"
Back in March, American Express announced that the semi-annual Saks Fifth Avenue credit that had been offered on the Platinum card would be removed on July 1st. As I noted when sharing that news, this wasn't a huge loss as the Saks online shopping experience had gotten noticeably worse over the years, making it harder...