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Options

Nuts & Bolts

Although many say that trading options is very risky, it is actually very conservative, if done properly.  There are a host of trading strategies.  You should choose one that you understand, that works for you and that you are comfortable with.

Following is a very short primer on options.  If you can master this, you are well on your way to learning how to trade options.

Calls - a call represents the right but not the obligation to BUY stock at a strike price.

Buying a Call - you anticipate the stock price rising so you BUY an option giving you the right the purchase the stock at the strike price at or before the expiration date.

Selling a Call - you anticipate the stock price falling so you SELL someone the option to buy stock from you at the strike price at or before the expiration date.  This can be a:

Naked Call (very risky) where you do not already own the underlying stock or  Covered Call (less risky) where you own the underlying stock.

Puts - a put represents the right but not the obligation to SELL stock at a strike price.

Buying  a Put - you anticipate the stock price falling so you BUY and option giving you the right to sell the stock at the strike price at or before the expiration date.

Selling a Put - you anticipate the stock price rising so you SELL someone the option to sell stock to you at the strike price at or before the expiration date.

Risk Profiles

By clicking on the graphs you can see the detail from which it was developed.  Again, if you understand these, you are well on your way to understanding options.  Keep in mind:  the X-axis is STOCK PRICE and the Y-axis is PROFIT/LOSS.  If you remember this it is easier to understand because most X-axis graphs represent TIME ... not so with options risk profiles.  Also, keep in mind the definitions of a call and put and ask yourself, 'What rights do I have?' or 'What obligations do I have?'

When you buy a call you are taking a bullish position in hope that the stock price will increase.  If that occurs your profit potential is theoretically unlimited and your risk of loss is limited to the cost of the call.

If you sell a call you are also bullish or neutral on the stock.  Your profit potential is limited to the option premium received on the sale of the call but your risk of loss is theoretically unlimited. If you are selling a covered call, you hope that the stock price will not fall so far that you will not be able to sell calls profitably.

When you buy a put you are bearish on the stock.  Your maximum risk of loss is the premium paid for the option while your profit potential based on the drop in price of the stock - you have the right to sell stock at the strike price which will be greater than the market price.

By selling a put you reflect that you are bullish on the stock.  Your maximum profit is limited to the option premium received but your risk of loss is again theoretically unlimited as the price of the stock drops.  If you're selling a "naked" put you must purchase the underlying stock at the strike price.

Tools

I have developed some Excel spreadsheets that I use to trade covered calls.  They allow me to monitor the position, return percentage and profit, in order to determine if I want to exit ... sometimes referred to as the "Delta Effect".  You are welcome to use, modify and distribute them.  However, they were developed for my use and not as a commercially saleable product.  If you use them properly, they are a help.  If you modify or use them incorrectly, then you are on your own!  Also, I do not provide technical support for them.

  • Options Worksheet - Hint: Copy tab and rename each new tab as a stock symbol

Tax Reporting

You're familiar with gains and losses but are you familiar with the term "wash sale"?  If not, then you need to be if you trade covered calls on a monthly basis.  You need to capture all this information for two basic reasons:  (1) to determine your investment performance, and (2) to report it to the IRS on your tax return.  If you only have a few trades you can probably determine both with a self-developed spreadsheet.  But if there are many trades, with wash sales, stock splits, reverse splits and spin-offs ... well, it can get pretty difficult, even for a CPA.

There is software that can be purchased online to help you.  However, a few questions will obviously arise:

  • Do I know how to get the correct information into the software?
  • What do I do with the output?  How do I put it on my tax return?
  • Is it correct?  What do I tie the amounts to?
  • When do I report December option sales?
  • What about the closing of positions in January?

I think the two most popular downloadable products are TradeLogÒ and GainsKeeperÒ.  I have evaluated both with the following comments:

GainsKeeper

  • Free at some broker's websites (optionsXpress) and at a minimum stock trading level
  • Produces a Schedule D-1 that can be filed with your tax return
  • No ability to format output, i.e., reporting in whole dollars only
  • I used it  for my data once at my broker to see how it performed ... it was off over $48,000
  • The majority of my clients who have used GainsKeeper also question its accuracy

TradeLog

  • Technically accurate and fast if input correctly
  • Multiple input formats for multiple brokerages
  • Technical support available online or via telephone
  • TradeLog cannot handle spin-offs automatically (I haven't found a package that can)
  • You need to be good at downloading data from you broker, capturing it in a particular file format and transferring it into TradeLog
  • The output is a report that is attached to the tax return.  Although technically correct, are you sure you completely understand it and if not, as a do-it-yourselfer, would you attach something to your tax return you don't completely understand?
  • Here are some samples of TradeLog output including my comments
  •   (Note:  These examples were run with a version of TradeLog purchased in 2006 so the errors and reporting may have been corrected and/or changed)
  • Costs $69 to $297 for a one-year subscription; Annual updates/renewals are $55 to $238

You know by now what I'm leading up to ... let us do it for you!

I was not satisfied with the input, output or accuracy of the aforementioned downloadable software ... so I wrote my own.  As you see in my resume, I began my career as a programmer with Arthur Andersen and continued to expand my programming skills with Microsoft products.  I use a combination of Access and Excel to produce the tax reporting forms.  Samples are available here.

The process for the Office of Gregory L. Buhrow, CPA, PC to prepare your Schedule D-1 is simple:

  • Download the instructions for getting the information to us (These instructions are for optionsXpress users but should be similar for your broker.  Call/email us if you need help)
  • Download your information from your broker
  • E-mail information to us
    • Original transaction activity from broker
    • Form 1099-B (fax or email)
  • We will return to you via email
    • Transmittal letter explaining how to incorporate forms into your tax return
    • Schedule D-1
    • Addendum to Jurat - We sign as "Paid Preparer" for the Schedule D-1 and the Jurat is attached to your return so that the IRS knows who prepared it.  In other words, we take responsibility ... you don't get that with downloadable software
    • Report of 'Open Shares' with the carryover cost basis to the subsequent year
    • Invoice for services - our billing rates are $120 per hour billed in 15 minute increments -  most Schedule D-1s take less than three hours

Please feel free to contact us with any questions via email or telephone.

I hope to hear from you soon!

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