When possible, I generally like to defer big end of the year sales to the following year for tax purposes. I am not a tax expert or even a fake tax expert, but I liked the idea of not having to pay taxes on a sale until the following year, so I always just assumed it was better to move a large November/December deal to January.
I read an article posted on Sedo and written by noted CPA and domain tax expert Sandra Brooks, author of the Domain Tax Guide (affiliate link). One very interesting nugget stands out from the article that was surprising to me, and it may change the closing date of a sale I have pending.
According to Brooks,
“Your best strategy may be to presume that the rates will go up, especially if you are in a higher tax bracket. You should lean toward selling domains now versus next year if the terms otherwise make sense. You may also want to defer deductions as they will become more valuable if the tax rates increase.”
As with all tax guidance and advice, it’s always best to speak with your own accountant who knows your business and financial situation. Because of seeing this article, it will give me something to ask my accountant, since I would have just assumed it would be smarter to close the sale in January.
I just read a 
