A Wall Street Veteran: If It Weren’t for Cash, I Wouldn’t Be Where I Am Today


Lots of people (especially young folks) dislike cash. They say you can get pretty much whatever you want with a credit card.

True, but now you have a credit card bill, and not many people pay it off every month. And there is an electronic record of your transactions. Not that I’m doing something illegal, I just like the anonymity of cash,

I usually carry around $500-$1,000 in cash, because of the optionality of it. If want to buy something that is slightly expensive, I don’t need to put it on the credit card.

Am I worried about getting mugged? Not really. The $500 or $1,000 I would lose is probably less than most people pay in credit card interest in a year. If you can’t pay it, you probably have too much leverage.

I’m not earning any interest on that cash either. But, again, the optionality of cash is worth more than the $150 in interest.


Optionality means different things to different people. It has a very specific meaning to finance people who have studied option theory.

An option is the right, but not the obligation to buy something at a certain price by a certain time.

Put simply, it is a choice.

When you go to the grocery store, you can choose between Original Speed Stick deodorant, or Irish Spring Speed Stick deodorant. That choice has intrinsic value. If you did not have a choice between Original or Irish Spring, you would actually be poorer.

Bernie Sanders once complained that we have 23 different kinds of deodorant. The fact that we have a choice among 23 (or more) different kinds of deodorant is what makes this country so rich.

It’s not the deodorant—it’s the choice. Some places don’t have that choice. They only have one government-issued brand of deodorant. The most important thing that capitalism gives us is choice.

Anyway, if you are cruising around with only a couple of bucks in your wallet, you have very little optionality. There are very few things you can buy without borrowing money.

And remember, lots of places offer discounts if you pay in cash, including gas stations, restaurants, doctor/dentist offices, and jewelry stores. I have saved a lot of money on this over the years. And the discounts are usually greater than whatever points/miles I would earn on the credit card, so don’t come at me with that.

In a Larger Sense

But there’s the more important aspect of cash. Cash gives you liquidityAnd if you have liquidity, then you have opportunities.

Life will throw opportunities at you from time to time. Once, a friend of mine showed me a hedge fund that I thought was a can’t-lose proposition.

I was able to take advantage of that opportunity because I had lots of cash laying around. It ended up being a good opportunity! I made money on it.

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Let me remind you—stocks are not cash. It is not “money in the bank.” Say you were fully invested in a stock portfolio, with no cash, and this hedge fund opportunity came along. You would have to sell some stocks to raise cash.

But maybe you don’t want to sell the stocks! Maybe you think they are still good investments. Maybe you don’t want to pay the tax bill on your gains, or maybe you don’t want to sell at a loss.

So it becomes a hard decision.

Once you spend your cash and you acquire assets, it becomes difficult to part psychological hurdles from those assets. This is known as the endowment effect.

Most people don’t get hedge fund opportunities, but they will get real estate opportunities. I was able to make a bid very quickly on the house I am living in because I had cash laying around. This house has been the smartest decision I have made in my entire life.

How many times has there been a house you wanted to buy but it was just impossible to get your financial s— together to do it?

It’s not just hedge funds and houses. It’s businesses, it’s dental offices, it’s RV parks. At some point in your life, someone is going to come to you with a great opportunity and you won’t be able to take advantage of it unless you have the liquidity.

I’m sure you’ve heard these stories of multibillion dollar business that were started with $5,000. The key is—make sure you have $5,000!1

The Perils of Being Fully Invested

Cash has such an awful, awful reputation—especially after this big bull market. Cash is a “drag on returns.” It’s a race to see who can be the most fully invested—maybe even on margin.

There is nothing more dangerous than being “fully invested.” Being fully invested means that you have no options because you have sold them all.

It can be a bit frustrating sitting on a big pile of cash, waiting for opportunities (especially in the stock market).

But would you rather:

a) Miss out on stock market gains, or

b) Be fully invested when the market drops 30% and have no “ammo” to take advantage of it?

I would rather a), because I would have the opportunity to buy stocks cheap if the market dropped 30%.

B) is the worst position of all—and most people freeze up, too scared to sell, too scared to buy. There is nothing better than the smug satisfaction of scooping up cheap assets while everyone who was “fully invested” is puking them.

That has happened a couple of times in my life.


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