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re: Avoiding capital gains taxes when reallocating portfolio

Posted on 7/9/14 at 9:39 am to
Posted by Ole War Skule
North Shore
Member since Sep 2003
3409 posts
Posted on 7/9/14 at 9:39 am to
thanks for the replies and ideas...

* charitable: Nope, too much
* sell highest cost positions: Nope, want to liquidate entire positions
* don't let taxes influence plan: I know that's conventional wisdom, but I don't fully agree. Selling an investment effectively means taking a 24% hit immediately on the new investment. That has to be considered.
* buying puts: gains are long term, so don't want to trade cap gains for regular income...also, I just want out of the positions as I believe others will perform better over the long term.

Posted by Cold Cous Cous
Bucktown, La.
Member since Oct 2003
15054 posts
Posted on 7/9/14 at 9:53 am to
quote:

Selling an investment effectively means taking a 24% hit immediately on the new investment. That has to be considered.

This is why tell myself that I don't have as much $ in my portfolio as it looks like. In reality you will eventually pay taxes one way or another (unless you croak, which is not a best-case scenario, tax-efficient as it may be), so a portfolio's true value is something less than the bottom line on the quarterly statement.

In other words, you're not really "taking a hit" by making the move. The hit was always there.
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