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Seems like a big hassled just to save a little tax. Unless I'm reading it wrong I think I would just take it unpaid.

Huh?

Do you pay tax when you collect it back?

Is it "Use it or lose it"?

How much would you save over putting a lump amount in a CD until vacation time?

Is the cost of a purchased vacation day more than taking an unpaid day of leave?

I would ask your HR representative. I'm sure they would be much more knowledgeable about their own program than a random blog. Not that FMF isn't knowledgable or anything ;-), but that's what HR is there for, to answer your questions about these benefits.

I worked for a bank in the 90's in Canada that offered this arrangement. We could purchase up to 5 extra vacation days per year. Basically, one week's salary was deducted over 26 pay periods (pre-tax) and when I took my self-paid week off I saw no difference on my paycheque as it was paid back to me net of deductions (after-tax). Does that make sense? You could do it yourself, just set aside equal amounts each pay to save the equivalent of one week of net pay, then when you take the week off you have saved the money to pay yourself. My employer also offered a sabbatical version of this plan where you could work 4 years and take the 5th off using the same scheme. While your employer is hanging onto this pre-tax money for you will they flow through any interest to you that they may earn?

It's better to buy the days if you will definitely use them and you will get a raise in early 2009. Without a raise, it's a wash.

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