To any informed trader of stock options, it is a sin to prematurely
exercise your listed call stock options.
This is because upon exercise, all remaining time premium is
forfeited to the writer of the calls.
It is a mortal sin to prematurely exercise employee stock
options because upon exercise you similarly lose all
remaining time premium back to the writer, which is
the employer. You also will have an immediate tax liability
in the case of non-qualified ESOs and in the case of qualified
ESOs upon sale of the stock.
The tax is ordinary compensation income on the intrinsic
value of the NQESOs at the date of exercise.
If the ESOs are qualified, then the income will be long
term capital gain on the date of sale of the stock
(assuming that the stock is held long enough).
So why do advisors predominantly tell holders of
ESOs to make premature exercises?
There are several reasons:
1. Some believe that premature exercises is the right
thing to do to reduce risk and take profits. They want
you to diversify the net residual amounts (which may be
less that 40% of the "fair value" of the options) into
mutual funds where they make fees or commissions.
It's a simple strategy. No rocket science required.
The advisors are considered in good regard by the
employer/company. Premature exercises benefit the
company because the forfeited time premium goes to
the company and reduces the company's costs. It's as
if the company is the writer of listed calls.
The company also gets early tax deductions upon
premature exercises. The company also gets an
immediate infusion of cash when the exercise of the
options is made (unless the company purchases the stock
in the open market to reduce dilution - which they seldom do).
The company would receive the cash later, the tax
deduction later and receive no forfeited time premium
if the exercises were done timely.
2. These advisors know little about hedging with
exchange traded options and therefore are afraid to
venture into that arena. Tax lawyers, accountants and
financial advisors call themselves options advisors and
experts when they have never traded or managed option
portfolios in their lives.
3. These advisors who discourage hedging, give a
number of false reasons. Those are:
a) The company prohibits hedging.
b) Tax laws makes hedging with listed options very difficult.
c) Secton16 b) and c) of the Securities act of 1934 and SEC Rule
10b 5) prohibit or discourage hedging for executives.
d) Transaction costs and margin requirements effectively
prohibit hedging.
e) Hedging gives the appearance of being negative on
the stock's prospects.
f) Hedging defeats the purpose of the options grant
(i.e. creating an alignment of the interests with those
of the employer).
None of these reasons are valid. Even if every employee
is prohibited or discouraged from using listed options on
the employer stock to hedge their ESOs, there is never a
prohibition against selling calls against the competitor
stock or other positively correlated stock. The results
could even be superior to hedging with options against
the employer's common stock.
Selling calls on correlated stock allows the employee
to pick and choose on which company he wishes to sell
calls and the exact timing of the sales.
Ask your advisor why he does not recommend the use
of listed options and see what he says.
He will probably change the subject.
John Olagues
olagues@hotmail.com