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Year End Tax Strategies and Other Bad Investment Ideas

Posted by securities on: 2006-12-28 11:51:41



Year End Tax Strategies and Other Bad Investment Ideas

Steve Selengut


First thing Monday morning I'm going to march into my boss's
office and demand a pay cut so that I'll be in a lower tax
bracket next year.

Of course that's ridiculous, but isn't it about the same as the
financial community's "Conventional Wisdom" (CW) for year-end
tax planning? What about the long-term nature of investing, or
the merits of that investment they felt so strongly about in
July? What are their motivations, and what discipline thought up
these strategies in the first place?

Clearly there are many questions that require answers, but as
investors, it should be crystal clear that the object of the
investment exercise is to make money... just as much as
possible, quickly, legally, and within a low risk environment.
The faster it comes in, the more effectively it can be
compounded. Otherwise, wouldn't the "CW" be to find as many
downers as uppers so that there are no tax consequences?
Wouldn't Zero Taxable Gain Investing be the only "smart"
investment strategy? A December, 2004 New York Times Money
Section article actually suggested that Investment Professionals
had an obligation to lose money for clients in order to reduce
the tax burden.

Your Financial Professional's perspective may produce smart tax
advice but only professional investors (not accountants,
attorneys, stockbrokers, financial planners, advisors in
general) should be called upon for acceptable investment advice.
CPAs may look smarter if you have a lower tax liability, but
many of them go too far with a calendar year focus that ignores
the realities of an emotional and cyclical investment
environment. Take last year's Merck for example. It has nearly
doubled in Market Value since you were told to sell it last
November... who'da thunk it! Why didn't you buy more (of this
and many other high quality losers) instead of selling?
Fortunately, not all professionals are into losing money. In
fact, in nearly thirty years of dealing with hundreds of
Accountants and other advisors, not even a handful have
suggested that clients should take losses on fundamentally sound
securities, Equity or Fixed Income. Just think if you had taken
your dot.com profits in '99, purchased the downtrodden profit
making companies of the time, and paid the ugly taxes. The value
companies didn't crash. They've rallied for nearly seven years!

The key issue in considering a capital loss is the economic
viability of the investment... not your tax situation! A key
element of The Working Capital Model (for investment portfolio
management) is to eliminate the weakest security in a portfolio
every time the Market Value of the portfolio establishes a
significantly new "All Time High" profit level (an ATH). My
definitions may be different than those you are used to: (1)
Profit = Total Market Value - Net Portfolio Investment, (2) A
"weak" security is a stock that is no longer rated Investment
Grade by S & P, or no longer traded on the NYSE, or no longer
dividend paying, or no longer profitable. Income securities
whose payout has fallen to way below average (or risen to an
unsustainable level) could also be culled at an ATH. Securities
that have fallen considerably in Market Value for no apparent
reason (other than recent news or changing interest rate
expectations) are referred to lovingly as "Investment
Opportunities". This is what you look for while trying to
reinvest your profits... like last year's MRK. By the way,
switching from the strong asset class to the weaker one as a
"hedging strategy" or vice versa (as a greed motivated
speculation) is simply an attempt at "market timing", not a
"sophisticated" or "savvy" adjustment to your asset allocation.
Asset Allocation is always a function of personal factors and
never a function of asset class (Equities and Income Generators)
directional speculation.

So what happens if a new portfolio ATH is achieved in February
or August instead of in November or December? (Note that the
financial community only preaches tax loss strategies during the
last calendar quarter.) Should you unload all the weak issues at
the same time, even those purchased just a few months ago?
Management of your portfolio requires the disciplined
application of consistent rules and guidelines, and every
manager will develop his or her own style. But in a high
quality, properly diversified, income generating portfolio, (1)
the number of weak issues will generally be small and (2) the
probability of escaping with only a minimal loss very real. Keep
in mind two basic investment axioms: There is no such thing as a
bad profit, regardless of the tax implications; and no matter
how you may rationalize, there's no such thing as a good loss.
So, sure, if a loss should be taken due to an ATH in February,
bite the bullet on the one security (only one) with the
declining fundamentals (A Merrill Lynch/CNN/CFP opinion is not a
fundamental.) If there are none, good job!

Profits are the holy grail of investing. Few people will admit
just how infrequently they have experienced them or, conversely,
just how frequently they have watched them disappear beneath the
waves of a correction. (Like gamblers retuning from Vegas... no
one ever seems to lose!) Similarly, most financial professionals
will counsel their charges to let their profits run,
particularly around year-end. Surely, speaketh the CW prophets,
these profits will hang around until next year, thus deferring
those terrible taxes! (Worked real well at year-end '99, you'll
recall.) Don't think for a moment that anyone knows what will
happen this time around the rally pole, particularly in those
ridiculously priced ETFs, which are put together with the same
kind of spit and duct tape used for the dot.coms. Always take
your profits too soon, because you can't get poor that way!

First thing Monday morning I'm going to: (1) Call my accountant
to tell him that I'm going to help him reduce his tax burden by
not paying him, (2) continue to view the Investment process in
cyclical rather than calendar terms, (3) limit my tax liability
by how I invest, not by taking unnecessary losses, (4) continue
to make as much money as possible, as quickly and safely as
possible, and (5) contact the media, my political
representatives, and anyone else I can think of that will help
in the fight to abolish the taxation of all investment and
retirement income.

About the author:
Steve Selengut http://www.sancoservices.com
http://www.valuestockbuylistprogram.com Author of: "The
Brainwashing of the American Investor: The Book that Wall Street
Does Not Want YOU to Read", and "A Millionaire's Secret
Investment Strategy"

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