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Chapter 41: Taxes
TABLE 41-3.
Tax treatment of trades.
Short-term capital items:
July 35 call: Net proceeds ($200 - $25)
Net cost {expired worthless)
Short-term capital gain
October 35 call: Net proceeds ($300 - $25)
Net cost ($600 + $25)
Short-term capital loss
919
$175
0
$175
$275
- 625
($350)
Long-term capital item:
100 shares XYZ: Purchased January 2 of one year and sold at January
expiration of the following year. Therefore, held for
more than one year, qualifying for long-term treatment.
Net sale proceeds of stock {assigned call):
January 40 call sale proceeds
($400 - $25)
Sold 1 00 XYZ at 40 strike
{$4,000 $75)
Net cost of stock (January 2 trade):
Bought 100 at 32 {$3,200 + $75)
Long-term capital gain
$375
+ 3,925
$4,300
- 3,275
$1,025
This example demonstrates an important tax consequence for the covered call
writer: His optimum scenario tax-wise is a rising market, for he may be able to
achieve a long-term gain on the underlying stock if he holds it for at least one year,
while simultaneously subtracting short-term losses from written calls that were
closed out at higher prices. Unfortunately, in a declining market, the opposite result
could occur: short-term option gains coupled with the possibility of a long-term loss
on the underlying stock. There are ways to avoid long-term stock losses, such as buy­
ing a put ( discussed later in the chapter) or going short against the box before the
stock becomes long-term. However, these maneuvers would interrupt the covered
writing strategy, which may not be a wise tactic.
In summary, then, the covered call writer who finds himself with an in-the­
money call written and expiration date drawing near may have several alternatives
open to him. If the stock is not yet held long-term, he might elect to buy back the
written call and to write another call whose expiration date is beyond the date
required for a long-term holding period on the stock. This is apparently what the
hypothetical investor in the preceding example did with his October 35 call. Since