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The company wants to know the number of shares to sell and their "dollar range".

Are they asking you for the dollar range that you purchased them, or are they asking you for a dollar range in which you are willing to sell them? IOW, are you designating specific shares to sell or are you creating a limit order?

I realize that "buying high and selling low" is not good investment practice, but are there any long-term tax benefits to incurring a loss within a 401(k)?

No.

A paper loss inside a 401k is irrelevant...all that matters is your net final value and your after-tax contributions (if any). The only time the tax man pays any attention is when you put money in and when you take money out.

Good Luck,
JDOyster

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