By Dr. Jim Dahle, WCI Founder

I am generally a fan of boring, long-term, low-cost investing techniques. While I think financial markets are fascinating to watch and learn about, I mostly invest like a grandma. That allows me to invest my time actively and my money passively, and most importantly, I can disappear into the boondocks for weeks at a time without having to worry about my investments. Many other successful investors feel the same way. For them, investing is the act of putting money into successful businesses highly likely to be profitable over the long term and leaving it there until that profit shows up. They view themselves as long-term owners, not gamblers.

Thus, they turn up their nose at others who invest in a short-term manner or, worse, treat the stock market like a casino by making short-term bets. These bets frequently take the form of options, futures, margin, and short-selling. New investors may not understand what these techniques really are and their useful functions. As they learn, they may mistakenly think these are “advanced” investing techniques and that it is a natural progression to start using them as one learns more.

Are these techniques the four horsemen of the financial apocalypse just waiting to ruin your financial life, or are they something that white coat investors should consider using?

 

Options Investing

Options are a “derivative.” You're no longer investing in the underlying business, but instead, you're making a bet on what the price of the business (in the case of a stock) or businesses (in the case of a fund) is going to do in the short term. There are lots of different options and option investment techniques, but broadly speaking, they can be divided into calls and puts. Each of these types of options can be bought or sold.

For example, if you believed the market was about to go up sharply, you would buy a call option. Perhaps you buy an option to purchase 100 shares of VTI at $200 per share. If the price suddenly went to $250, you could exercise that option, buying those 100 shares at $200 ($20,000 total) and then you could turn around and sell them for $25,000, netting yourself a cool $5,000. Even after paying for the cost of the option (say, $500) you still received $4,500 for making that bet. And there is no rule that says you can only buy one contract. If you bought 100 of them, you could have made $450,000. Do that correctly a handful of times, and you could retire. The option eventually expires worthless, although the option itself can be bought and sold up until the expiration date. Obviously, the further VTI gets above $200 a share, the more valuable that option becomes. The price of the option itself can be dramatically more volatile than the underlying security, creating a casino-like atmosphere with plenty of high-stakes bets.

A put option is just the opposite. If you think the market is going to fall, you could buy a put on VTI. Perhaps you bought the right to “put” your shares to someone else at $200 a share. If the value of VTI then falls to $150 a share, that's a very valuable put. A typical option buyer has many small losses and an occasional big win.

Just like you can buy these options, you can also sell them. Most of the time, you'll earn a little premium for doing so. You still own the security, you get any dividends it pays, and you earn perhaps $500 for selling that option. However, you'll occasionally have to make good on that option, and the call or put you sold will be exercised. A typical option seller generally has many small wins and an occasional big loss.

 

When Might a WCIer Want to Use an Option

Betting on the market short-term isn't good investor behavior, but there are situations when even a competent, long-term investor might want to use an option. Imagine you're stuck with a low-basis, legacy investment in an individual stock where the tax cost of selling is just too high. You can hedge against the drop in value of those shares by purchasing put options. If part of your compensation was shares of your company but you were required to hold those shares for a year or two before selling them, you could also use a put option to insure against losing that compensation. Maybe better to lose $5,000 in option premiums than $50,000 in “salary.”

More information here:

“Day Trading” My Way to Retirement

 

Futures Investing

Another derivative to be aware of is a futures contract. These frequently show up in the commodities market. Traders use futures to bet on the direction of commodity prices. Think of a “future” as a contract that obligates a buyer to purchase a certain amount of a commodity at a certain price on a certain day and obligates the seller to sell that same amount of the commodity at that price on that day. If you think the price is going to go up, you would buy it now and lock in your ability to buy it at something similar to today's price. If you think the price of something you own is going to go down, you might sell a futures contract to lock in your price. Most of those buying and selling futures contracts are just speculating on the price of oil, gold, pork bellies, orange juice, or other commodities. It's a zero-sum game before costs, and a negative-sum game afterward.

 

When Might a WCIer Want to Use a Futures Contract

Some airlines (famously Southwest) hedge their cost of fuel by using futures contracts. I suppose if gasoline was a major part of your household budget, you could do the same. However, this can also be done with the cost of housing. You can essentially transfer the risk of the cost of housing going up dramatically to someone else. Perhaps if you wanted to buy a house and had the money to do so but needed to wait a year to complete a fellowship before buying, you could buy a futures contract that would become much more valuable if the cost of housing went up during that year. Then, you could use that additional money to help with your down payment.

 

Margin Investing

Margin is just investing using borrowed money. Since most investors do have debt, most investors actually are “investing on margin.” However, margin generally refers to using a margin account in combination with your taxable investing account. These accounts allow you to use your investments as collateral to borrow money, which is then invested into more investments. What could go wrong, right?

If your expected return on your investment is higher than the cost of that debt, you would expect to come out ahead. This is pretty similar to what real estate investors are doing with mortgages (leverage). The main problem with margin, of course, is margin calls.

You can minimize the risk of a margin call by not borrowing anywhere near the amount that would cause a margin call. If you have a taxable account of $1 million, it's not very risky to borrow $100,000 against it. It is risky to borrow $500,000 against it. Depending on the location, type of investment, and broker, margin requirements can vary from 25%-100%. A 100% margin requirement means a security is not marginable. A 25% margin requirement means that at least 25% of the account must be your money, not borrowed money. If the percentage of your money in the account falls below the margin requirement, you will be asked to put more money into the account. This is a margin call. If you do not put more into the account within a few days, the broker will sell your shares to raise that money.

I find it fascinating that 20%-33% is typical and even “standard” with real estate investments but that 50% is the most that can be initially borrowed against a stock investment and nobody has a maintenance margin requirement below 25%. This is one of the advantages that real estate has over stocks. Lower, fixed, non-callable debt is more easily used. Of course, you could always borrow against your house and use that money to buy stocks, I suppose.

 

When a WCIer Might Want to Use Margin

Rather than investing on margin, borrowing against the value of your investment portfolio can be a very accessible means to get your hands on some cash. Maybe you want that cash to help a family member, buy a house, purchase an investment property, or pay off a practice loan. You can also use leverage if reaching your financial goals requires particularly high returns. I wouldn't be very comfortable with more than 75% margin, meaning 1/4 of the account is borrowed money. That way if the market fell 50% (as it does periodically), I would still be above the typical maintenance margin requirements of most brokerages (25%-35%). Be aware that brokerages can change margin requirements without giving notice. That's bonkers, right?

More information here:

How Market Timing Lost Me $200,000

 

Short-Selling

The last of our four horsemen is short-selling. In essence, when you buy a stock (whether directly or via a mutual fund) you are taking a “long” position. You own the stock. When its price goes up, you make money. It pays you dividends. You can also be “short” a security. When this happens you have borrowed a security from someone else (like a mutual fund) to sell. You sell it with plans to buy it back later, hopefully at a lower price. It is a method of betting that the market will go down. Since the market typically goes up long-term, this is a particularly risky bet, and it becomes more risky the longer you make it. To make matters worse, you have to PAY the dividends that you are used to receiving when you are long. If you sell a stock without actually borrowing it (or confirming it can be borrowed), this is known as a “naked short.” Naked shorting has been illegal since the 2008-2009 Global Financial Crisis, although there are still a few loopholes that allow it to be done.

 

When a WCIer Might Want to Short Sell

Similar to selling a put, short-selling can be a method of insuring the value of a security you do not want to or cannot sell from a major market drop. If you are both short and long on the same security, you're now insulated from market movement.

I don't advocate you spend a lot of time and effort investing using options, futures, margin, or short sales. However, each of these techniques does have uses beyond gambling in the financial markets.

What do you think? When have you used options, futures, margin, or short selling? How did it work out for you?