Three Strategies Every Short Seller Must Know

10/11/07 - 12:09 PM EDT

Scott Rothbort

3. The Arbitrage Short

Arbitrage arbitrage transactions are the simultaneous purchase of one (or more) securities and the short selling of one (or more) other securities, which may or not be related to each other. Some common arbitrage transactions are:

  • Index -index Arbitrage: This is the off-setting of a "basket" of stocks vs. a derivative derivative, such as index options index-options, futures  futures-contract or swaps swap.
  • Convertible Arbitrage: Typically achieved by buying a convertible bond convertible-bond or preferred stock preferred stock and then short selling common stock common-stock or options option (on a delta delta basis) against the convertible securities.
  • Risk Arbitrage: Risk arbitrage opportunities exist when one company has agreed to or is in the process of trying to acquire another company. Since the deal has yet to be consummated, there will be a risk that the deal will fail, thus creating a discount discount to the price of the target shares share. In that situation, the arbitrageur will buy the target company and short sell the acquiring company. For example, Toronto-Dominion Bank (TD Quote - Cramer on TD - Stock Picks) has recently agreed to purchase Commerce Bancorp (CBH Quote - Cramer on CBH - Stock Picks) for 0.4142 TD shares plus $10.50 for each CBH share. The arbitrage here would be to buy CBH and short sell 0.4142 TD for each CBH share.
  • Pairs Trading: When the relative values or technical nature of two stocks have diverged this may create a trading opportunity. Some traders will refer to this as "mean reversion trading." What follows is an example of pairs trading. Below is a two-year chart of Abercrombie & Fitch (ANF Quote - Cramer on ANF - Stock Picks) (in blue) vs. American Eagle Outfitters (AEO Quote - Cramer on AEO - Stock Picks) (in red). The assumption is that the two stocks are closely related in terms of fundamentals fundamental-analysis and business models, so they should perform relatively in synch with each other. However, as we see in August 2006, ANF was cheap relative to AEO. At that time, an investor would probably buy ANF and short sell AEO in anticipation of ANF rising relative to AEO over time. And that is indeed what happened over the course of the next year until finally, the spread between the two stocks' performance collapsed by August 2007.

  • Short Against the Box: This was a frequently used strategy that took advantage of an old "loophole" in the tax code that has since closed. Under the old tax code, if you owned a low cost-basis cost-basis stock, you could sell the same company's stock but instead of selling your long stock you set up a separate short sale. This created a separate long and short in your account brokerage-account, thus avoiding the realization of a capital gain capital-gain. You can still use the "short against the box" strategy for short periods of time so long as you comply with the related Internal Revenue Service (IRS) regulations. As an alternative, many investors now create a pair arbitrage to attempt to replicate a short against the box. However, the pair is not as precise in off-setting risk as is the short against the box.

While it may seem that we are finished discussing short selling, there is one final lesson to be learned. Next time, I will cover the risks of short selling. Until then, here is some homework:

1. Look for a fundamental fundamental-analysis short opportunity, based on your analysis of a company.

2. Look ahead to a data-related event and strategize how you would position yourself leading up to the event and how you would trade after the event has occurred.

3. Try to create a pairs trade like the one I highlighted above.

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At the time of publication, Rothbort was long RIMM and short AMZN, although positions can change at any time.

Scott Rothbort has over 20 years of experience in the financial services industry. In 2002, Rothbort founded LakeView Asset Management, LLC, a registered investment advisor based in Millburn, N.J., which offers customized individually managed separate accounts, including proprietary long/short strategies to its high net worth clientele.

Immediately prior to that, Rothbort worked at Merrill Lynch for 10 years, where he was instrumental in building the global equity derivative business and managed the global equity swap business from its inception. Rothbort previously held international assignments in Tokyo, Hong Kong and London while working for Morgan Stanley and County NatWest Securities.

Rothbort holds an MBA in finance and international business from the Stern School of Business of New York University and a BS in economics and accounting from the Wharton School of Business of the University of Pennsylvania. He is a Professor of Finance and the Chief Market Strategist for the Stillman School of Business of Seton Hall University.

For more information about Scott Rothbort and LakeView Asset Management, LLC, visit the company's Web site at www.lakeviewasset.com. Scott appreciates your feedback; click here to send him an email.

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