The 12 Tax Tips of Christmas:
#1 Sell Assets

December 13, 2009

Holidays and taxes are the perfect package, right? OK, maybe not.

But with all the seasonal festivities to distract us, it’s easy to put off making some tax moves that could help cut your 2009 IRS bill or reduce your 2010 tax liability.

Well, Don’t Mess With Taxes wants to help.

No, we can’t suggest the perfect gift for your mother-in-law or the right outfits for all your holiday parties. But we can provide you a daily tax tip, starting today and running through Christmas Eve.

Let’s get to it!


1 partridge pear tree #1: Sell assets: Watching an investment tank is no fun, but you can at least get some relief from asset losers on your tax return.

If you have any capital gains, use the losses you took on your dog holdings to offset some of those gains.

If you have more losers than winners, get a new investment adviser. Then use up to $3,000 of that overage to reduce your ordinary income.

Some folks also might want to sell investments that have done well because they fear that the capital gains rates will be hiked before the scheduled 2011 increase.

Personally, I don’t think that’s going to happen. There’s at least an implicit contract with taxpayers that Dubya’s tax cuts will be allowed to play themselves out while the economy is trying to recover.

Plus, 2010 is an election year. I just can’t see Representatives and Senators who want to stay on Capitol Hill making a change in the capital gains rates right before folks head to the polls.

But I have talked to financial advisers who say that some of their clients are taking their gains now to lock in the 15 percent rate.

If you’re of that mindset, too, then you still have a few weeks to sell your stocks.

Whatever your motivation, be it to lock in lower rates on gains or harvest some losses, make sure you get the deal done by the rapidly approaching Dec. 31.


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Tax Season 2026 Continues!

We made it. Tax Day 2025 is finally over. For most of us. When the filing season started on Jan. 26, millions who were expecting refunds filed immediately. Most of us got our returns to the Internal Revenue Service by April 15. But plenty of taxpayers also got extensions. They are looking at an Oct. 15 filing deadline.

Those procrastinating filers aren’t a problem. In fact, the IRS appreciates taxpayers who take time to fill out their 1040 forms correctly. It also is grateful that tax submissions are spread out a bit, especially now that the IRS is a leaner agency. Processing returns is easier when they arrive throughout the year instead of in massive bunches.

But enough about Uncle Sam’s tax collection issues. The focus now is on all y’all who filed for extensions, giving you another six months to complete your return. Since your new mid-October due date will be here before you know it, let’s get started now on meeting it.

The ol’ blog is here to help you finish up your extended Form 1040. You can start with January’s tax tips page, which has links to the rest of the year’s tips by-month collections. You also can peruse various tax categories for more tailored advice by clicking on the More Tax Posts drop-down menu at the top of this (and every) page.

And to make sure you don’t miss your new filing deadline, the count-down clock below will let you know just how much time you to file by Oct. 15. At the latest.e. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)

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