I made a very stupid trade two days ago and it ended up costing me some money, so I will document it here to demonstrate my stupidity to the rest of the planet.
There is a very famous phrase in the stock market that most amateurs don’t really adhere to – “Let your winners run”. The converse of this is exceedingly bad advice – “You never go broke taking a profit”. While there are exceptions to almost every rule, knowing when they apply can only be learned through experience rather than reading a textbook (or weblog entries like this one).
Taking profits early is usually an adverse decision because most people end up sacrificing a huge amount of potential future gains. This happens more often than the position reversing itself and turning into a loss – by virtue of taking a position and having it be a winner, it is more likely than not to continue being a winner in the future because the market has proven you correct.
What this means is that trading out of a position is a lot more difficult than trading into one, when the position is a winning trade. Every decision that is made requires a better reason than your competitor (the counterparty), and if you’ve gotten into a winning position, it means you made a correct choice. Getting out of a position also requires a correct decision, i.e. a bet the security will no longer be a winning one.
Much more time is spent on research to get into a position; the same amount of research is rarely done to get out of a position, so exiting a position is usually a lot more haphazard, and more poorly done.
My track record shows that I am exceedingly good at getting into positions, but I am bad at getting out of them, in that I have typically gotten out of them far too early. Some gems of mine that I’ve gotten out of too early have been Gilead Sciences from a split adjusted $4 to roughly $12 – taking a 200% gain sounds nice, but now at $44, Pharmaceutical Product Development from a split adjusted $2.50 to $6 (now at $20), Biogen from $8.50 to roughly $14, etc. These were all mistakes of trading youth (you might notice that these trades were all done in the late 90′s and early 2000′s) which I have continually attempted to rectify.
One trade that did go exceedingly well was Corvel, where I averaged about $12 (split-adjusted) and got out around $36. The company is exceedingly well-run and if their stock goes sufficiently lower again, I will consider it.
One aspect of portfolio management that I have done rather well at has been avoiding market meltdowns – both during the tech wreck in the early 2000′s, and more recently in the financial market collapse in the second half of 2008. I have always been a paranoid money manager, so I think by virtue of this I have survived to this day. The next rule that everybody should follow is that “It is much more important to not lose money than to make it.”
Going back to the bone-headed trade I made, in late March, I entered into a position to predict that the short term interest rates in the USA would be higher than 1.25% in 2010. The reason was simple: Inflation. It was (and still is) imminently clear that the US is going to be blowing a lot of money out the door and if this money hit the economy (which is the critical assumption, that it won’t mostly go toward debt repayment), then you will have to see short term rates rise due to inflation risk.
The following is a chart of the entry (A clarification for the reader – in these charts the position I am taking is betting on a decrease in the futures price, thus if the chart goes lower, I make money. If the chart goes up, I lose money. The fed funds future contract is traded as 100 minus the expected short term interest rate in percent – so a price of 98 means you are betting on 100-98 = 2%):

Fast forward a couple months, and I start thinking that my thesis is not going to work because there are some indications that despite quantitative easing that consumers are parking money in debt (as seen in increased savings rates). If this occurs, then the economy won’t be as inflationary as expected, and also the economy would be performing worse, which is the recipe for continued lowered interest rates. Since the Federal Reverse has historically moved in very measured steps (raising rates a quarter point, or half a point at their meetings when they do raise rates), math would suggest if they started raising rates sometime in the spring of 2010, I was looking at a marginally profitable trade (rates around 1.5%).
I also didn’t like the fact that I weighed the probability of a Japan-like scenario, where short term rates were held to zero for years, and still expect a reasonable (albeit less than 50% chance) of it happening – which would result in a loss. Essentially the economic landscape hasn’t changed in two months, and since the duration of my bet from that point was 18 months, the risk increases. When the risk of my position goes up, it means I have to reduce the position to a more appropriate fraction of my portfolio. My maximum loss would have been 6-6.5%, and reducing the position would have reduced the maximum loss to about 3.5-4.0%. So I decided to partially liquidate my position.
Unfortunately today, the market has moved massively in the direction of my favour, as seen by the following chart:

While I am still taking advantage of this rise in interest rate expectations for the end of 2010, I am rather unhappy with respect to how I reduced my position, at almost precisely the most incorrect day to do so. The difference between a liquidation today vs. a liquidation two days ago was a material amount of money that could be utilized better elsewhere (e.g. a vacation). Although the liquidation itself resulted in a realized gain (small four-digit amount of money), a liquidation today would have resulted in a mid four-digit gain relative to a liquidation two days ago.
Was my thought process correct? I think it was. However, my execution was horrible. Although the fed funds futures 18 months out are relatively illiquid products (one effectively pays a 0.015% spread ($60) to trade them), in the future, a stop-loss methodology would likely have had better results.
This was a lesson that I learned and I hope not to repeat the same mistake again in the future. Although it cost me a few thousand dollars in unrealized gains, I have still participated. I have also reduced my portfolio risk to the point where I will be perfectly happy to take these positions to 2010 expiration.
I am also happy that these days, a retail nobody like myself can fully protect himself against macroeconomic movements. I can hedge myself against nearly any conceivable economic movement that occurs, whether it be interest rate risk, or changes in commodity prices. The only economic variable that I cannot hedge myself against is a change in taxation.