Rolling LEAP Options (2024)

Options are usually seen as tools for the "fast money" crowd. If an option trader can correctly forecast a stock's price within a specific time frame and buy the appropriate option, huge profits can be made in a few months. However, if the prediction is wrong, then the same option could easily expire worthless, wiping out the original investment. However, options can also be useful for buy-and-hold investors. Since 1990, investors have been able to buy options with expiration dates ranging from nine months to three years into the future. These options are known as LEAP (Long-Term Equity Anticipation Securities) options.

Understanding Rolled LEAPs

Investors can purchase a LEAP call option contracts instead of shares of stock in order to get similar long-term investment benefits with less capital outlay. Substituting a financial derivative for a stock is known as a Stock Replacement strategy and is used to improve overall capital efficiency.

The biggest problem with options for the buy-and-hold investor is the short-term nature of the security. And even LEAP options with expirations over a year may be too short for the most ardent buy-and-hold investor. However, a LEAP option can be replaced by another LEAP with a later expiry.

For example, a two-year LEAP call could be held for a single year and then sold and replaced by another two-year option. This could be done for many years, regardless of whether the price of the underlying security goes up or down. Making options a viable choice for buy-and-hold investors.

Selling older LEAP calls and purchasing new ones in this manner is called the Option Roll Forward, or sometimes just the Roll. An investor makes regular small cash outlays in order to maintain a large leveraged investment position for long periods.

Rolling an option forward is inexpensive because the investor is selling a similar option with similar characteristics at the same time. However, predicting the exact cost is impossible because option pricing depends upon factors such as volatility, interest rates, and dividend yield that can never be precisely forecasted. Using the spread between a two-year and one-year option of the underlying security at the same strike price is a reasonable proxy.

Using LEAP calls, like any stock-replacement strategy, is most cost-effective for securities with low volatility, such as index or sector ETFs or large-cap financials. There's always a tradeoff between how much cash is initially put down and the cost of capital for the option. An at-the-money option on a low-volatility stock or ETF is generally very inexpensive. While an at-the-money option on a high-volatility stock will be significantly more expensive.

Leverage Ratio and Volatility

At the money, LEAP call options initially have higher leverage and volatility. Minor changes in the market price of the underlying security can result in high percentage changes in the price of the option. The value may fluctuate by 5% on a typical day. The investor should be prepared for this volatility.

Over periods of years, as the underlying security appreciates and the call option builds equity, the option loses most of its leverage and becomes much less volatile. Given multi-year holding periods, the results of the investment are relatively predictable using statistics and averages.

Note that a $1 increase in the underlying security will not immediately result in a full $1 increase in the LEAP call price. Because options have delta, they receive some appreciation immediately and then accumulate the remainder as they get closer to expiry. This also makes them more suited for investors with longer holding periods.

Example

In this example, we've calculated the implied interest rate and expected return on a deep-in-the-money option on SPY, the S&P 500 Index Fund tracker ETF. We've assumed an annual appreciation of 8%, before dividends and will hold the option for five years.

Stock
TickerSPY
Price143.81
5-year appreciation+8% (before dividends)
5-year target price211.30
LEAP Call option
TickerCYYLP.X
Price31.60
Strike120
Expiry12/2008
Initial Delta0.938
Cost of Capital3.9% before dividends
Roll Forward4.10, paid three times
Roll Forward %3.4%, before dividends
5-year target price91.30
5-year appreciation+17.2%

Discounted cash flow calculations can be used to determine both the cost of capital and the expected appreciation.

The annual roll-forward cost is unknown, but we'll use, as a proxy, the cost difference between a December 2007 option and a December 2008 option at the same strike price. It could go up or down next year, but over time, it's expected to decline. The investor will pay the roll-forward cost three times in order to extend the two-year option to a five-year holding period.

Note that in the above example, we excluded dividends. Option holders don't receive dividends, but they do benefit from lower option prices in order to account for the expected future dividend payments. When calculating expected returns for any LEAP, be consistent and either include or exclude dividends from both the cost of capital and the expected appreciation.

The Bottom Line

Most buy-and-hold investors and index investors are not aware that LEAP calls can be used as a source of investment debt. Using LEAP call options is more complex than purchasing stock on margin, but the rewards can be a lower cost of capital, higher leverage, and no risk of margin calls.

LEAP call options may be purchased and then rolled over for many years, which allows the underlying security to continue to compound as the investor pays the roll-forward costs. If the option is deep in the money and the underlying security has low volatility, then the cost of capital will be low.

LEAP calls can give investors the ability to construct long-term portfolios of stocks or index ETFs and thereby control larger investments with less capital. In the above example, an investor could control a $143,810 index portfolio for a $31,600 initial payment.

Of course, it's always important to plan purchases, sales, and future roll-forward costs carefully, as exiting a large leveraged investment during a downturn will most likely lead to significant losses. Despite the fact that many option buyers are short-term hedgers or speculators, an argument could be made that leveraged investments are only appropriate for investors with very long horizons.

Article Sources

Investopedia requires writers to use primary sources to support their work. These include white papers, government data, original reporting, and interviews with industry experts. We also reference original research from other reputable publishers where appropriate. You can learn more about the standards we follow in producing accurate, unbiased content in oureditorial policy.

  1. Chicago Board of Exchange. "History."

Compare Accounts

×

The offers that appear in this table are from partnerships from which Investopedia receives compensation. This compensation may impact how and where listings appear. Investopedia does not include all offers available in the marketplace.

Provider

Name

Description

Rolling LEAP Options (2024)
Top Articles
Latest Posts
Article information

Author: Mr. See Jast

Last Updated:

Views: 6254

Rating: 4.4 / 5 (55 voted)

Reviews: 86% of readers found this page helpful

Author information

Name: Mr. See Jast

Birthday: 1999-07-30

Address: 8409 Megan Mountain, New Mathew, MT 44997-8193

Phone: +5023589614038

Job: Chief Executive

Hobby: Leather crafting, Flag Football, Candle making, Flying, Poi, Gunsmithing, Swimming

Introduction: My name is Mr. See Jast, I am a open, jolly, gorgeous, courageous, inexpensive, friendly, homely person who loves writing and wants to share my knowledge and understanding with you.