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Table of Contents
Put your financial adviser on a leash
February 11, 2000
100% Foreign content for your RSP
December 22, 1999
Tax Loss Selling or Dealing With Your Mistakes
November 26, 1999
Life Stages of your RRSPs
November 12, 1999
Just give me boring (but great) rates of return
November 3, 1999
De-mystifying Demutualization - part Two
October 25, 1999
De-mystifying Demutualization - part One
October 19, 1999
Seg funds for the simple minded
September 14, 1999
The interest rate game Part 2
August 12, 1999
The interest rate game Part 1
July 30, 1999
Choosing funds: Five for the long run
July 14, 1999
New Funds: To buy or not to buy
July 2, 1999
Making sense of momentum investing
June 18, 1999
Rating the fund managers
June 4, 1999
Resource recovery hinges on supply and demand
April 30, 1999
Tech funds draw strength from favourable trends
March 24, 1999
Withdrawing from your RRSP
March 9, 1999
The economic implications of the euro - An interview with Ranga Chand
February 12, 1999
Underperforming small-cap funds have strong upside potential
January 29, 1999
How to pick a winning equity fund portfolio
January 15, 1999
View the Weekly Insight archive
   

Tax Loss Selling or Dealing With Your Mistakes

BENJ GALLANDER, MBA,
Co-Editor, "Contra the Heard"
Friday, November 26, 1999

There is only one reason for tax loss selling -errors were made when buying. And the fact is, that anyone who hangs around stock markets long enough will make mistakes. The only thing is, some people won't admit them!

The key question is: When you have washouts, what is the best thing to do with them? Wait and hope they will turn into winners, or, give them the boot? If the latter strategy is chosen, then the more pertinent question is: When is the best time to dump these duds?

Let's start with the first option. Simply waiting and hoping that a stock will turn into a winner makes a good deal more sense when one does not have capital gains to write the failure off against. This is critical. If gains do not exist, then the stock should be reassessed to determine if its fundamentals warrant it worth holding.

Now for the second question: When is the best time to dump? A key consideration when analyzing the sale of a loser is whether or not you want to buy it back. In our case, we only buy stocks that have been badly beaten up. This means that we make the majority of our purchases in December, towards the end of tax loss selling season, when people are dumping their losers. By following this methodology, an additional one to three percent can be made on most transactions. In some cases, even a bit more.

Now, let's say that a loser in the portfolio is a stock that we still want to possess. If there are gains to be offset, our choice is to sell the company, and then to repurchase it. The sale, therefore, must be done at least 30 days ahead of buying it back to qualify with Revenue Canada as a capital loss. Therefore, at Contra, we will target selling the stock in mid-November at the latest, so that a buyback after mid-December can occur. Of course, this maneuver does entail the risk that the stock will slip away during the 30-day "cooling off" period. If it does, we don't chase it but simply say, "Sayonara" and look for another deal that meets our criteria.

Something like this happened last year with Fleming, which was sold in November. But when the Christmas season rolled around, we still did not repurchase the stock, feeling that there was still some downside left. In this case, we were rewarded and bought the stock back for a few dollars less in February of this year.

Normally though, it is preferable not to wait until mid-November to sell. Disposing of losers can be considered as early as June and by mid-September we hope that they are out of the Contra corral. Sometimes though, this "schedule" is allowed to slip, as our belief is that the stock will retrace some of the decline before year-end.

Trying to time the sale during such a short timeframe is a very inexact science. One method to use is checking to see if the company has an element of seasonality to its stock price. For example, it might be noticeable that the company has faded in the fall during eight of the past ten years. In this case, it would make sense to dump the firm during the summer. Or the contrary might be true, where the stock price generally increases towards the end of the year. Under these circumstances, it pays to gamble by waiting until near the end of the year before dumping. Again, this is a market timing guessing game that is preferable not to have to play, but becomes a necessity when losers are in the portfolio.

This situation becomes more complex when an individual's tax bracket is thrown in. People in the top tax range will receive the maximum "losers" benefit when they sell the stock. For those in lower brackets, they should be considering whether they will be in a higher category in the next year or two, so that the loss might lower the amount of taxes they have to pay by an even greater amount.

It is our experience that it is usually worthwhile to admit failure, take our licking, and dump our non-successes. In certain cases, we choose to hold on, when it appears that the stock is ripe for a move. We did this last year with a few of our stocks that were so badly beaten down, that the upside appeared irrepressible.

How has it worked out? Well, for one thing, they proved to be exceptionally volatile. Denison is up a remarkable 78%, while at the other end of the scale NovaCare ditched half of its value. Overall, we are ahead on these six stocks, but the alternative of simply ejecting the lot last fall and then buying back selectively gives food for thought. Would we have repurchased the right ones? We like to think so, but then it is always easier to be smarter in retrospect!

CURRENT HOLDINGS
TSE
Aur Resources   Bovar   Denison  
Gulf   High Liner Foods  Irwin Toy  
Laidlaw   Miramar   Mitel  
Roman   Semi Tech   Stelco  
Spar Aerospace  
 
NYSE
Armco    Bethlehem   Bombay   Fleming  
Hartmarx   Hecla   Kaneb Services   Molecular Bio  
Nabisco Holdings   Navistar   NovaCare   Occidental Pete  
Pioneer Resources   QMS   RJR Tobacco   Utah Medical  

PORTFOLIO CHANGES
Purchases

Nada, although Nabisco Holdings arrived as a dividend via RJR Tobacco

Sales Purchase Price Selling Price
Cambridge Deb. C $100.00 $101.00
InterTAN (NYSE) $5.75 $16.19 (36%) & $21.19 (21%)
QMS$3.06 $6.25

Benj Gallander, MBA, Co-Editor, "Contra the Heard" and Author of "The Uncommon Investor". This article was published in Canadian MoneySaver, Independent Personal Finance Advice since 1981. Visit www.canadianmoneysaver.ca or E-mail us at moneyinfo@canadianmoneysaver.ca

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