Concerned about Capital Gains? Consider these Tax Savvy Strategies

by TTMK on January 2, 2014 · 5 comments

The decision to sell investments stems from various reasons, but has common challenges.

Whether you’re taking profits to pay off debt, or take a vacation; minimizing capital gains is a primary concern.

Since the top capital gains rate increased to 20% in 2013, even more investors are seeking ways to manage their tax liability.  Thankfully, there are several ways to control how much you pay in capital gains.

Here are several strategies to consider when selling your investments:

Donate Appreciated Securities to Charity:

Charitable stock donations are valuable to managing your tax bracket. You can reduce your taxable income and avoid capital gains tax by donating stock to charities. The deduction is for up to 30% of AGI (Adjusted Gross Income).

Money managers such as Elliott Broidy and smaller investors each can benefit from changing their tax brackets. Individual tax filers can have up to $36,500 in ordinary income to qualify for the previous 15% capital gains rate. For married couples the benchmark is $72,500.

Would donating stock change your tax bracket?

Tax Loss Selling:

You can apply up to $3,000 in losses from other investments against ordinary income for that year. Any remaining balance is applied to future years, which is known as carry forward.

Investors are sometimes slow to acknowledge securities that have not panned out or are no longer a fit for their needs. Harvesting tax losses gives the financial motive to part with these lackluster holdings.

When taking losses to offset capital gains, the wash sale rule is a basic caveat to be aware of. This rule states you cannot buy an identical security 30 days prior to or after a tax loss sale to claim the deduction.

Harvesting losses and taking profits often have similar incentives. Portfolio rebalancing and changes in the underlying security may each be cause to sell holdings for losses or gains.

Aside from reducing the impact of capital gains, harvesting helps investors evaluate their current income tax brackets and time horizons.

Specific Identification of Shares:

The IRS assumes FIFO (First in First Out) when you sell securities. However, these shares could have a low cost basis, with more embedded capital gains than later purchases. When selling stocks or mutual funds, you can choose specific shares bought at higher prices to minimize capital gains.

Specific identification is more effective when you know how much money is needed for a particular purpose.

For instance, if you need to sell just enough stock to meet another expense, start with high cost basis shares and work down to raise the needed money.


It is best to manage your tax liability throughout the year, rather than frantic tweaks near year end. The importance of tax planning will vary based on income, age and time horizon.

Methods such as stock donations, tax loss selling and specific identification should be based on your unique needs. Tax strategies can vary by asset class or other factors. Real estate investors may consider 1031 exchanges, while parents may research 529 college savings accounts.

Please consult a tax professional if necessary.

{ 5 comments… read them below or add one }

S. B. January 3, 2014 at 4:25 pm

With regard to identification of shares sold, I am so glad this is getting more automated. In the old days, there was this horrible system of calling your broker to specify, and then that information was not provided to the IRS. Now most online brokers ley you specify the lots on the sell order screen, and the cost basis is provided to you and the IRS. This makes things much easier!


The First Million is the Hardest January 3, 2014 at 7:33 pm

I sold off a my position in a losing stock this past month. Normally I wouldn’t do that, but I didn’t like what was going on with the company and didn’t expect the stock to rebound anytime soon. That I can deduct the loss is just a bit of a silver lining to it all!


lasertest September 2, 2017 at 10:11 am

Appreciating the persistence you put into your website and detailed information you provide.
It’s nice to come across a blog every once in a while that isn’t the same
out of date rehashed material. Fantastic read! I’ve saved your site and I’m adding your RSS feeds to my Google account.


Pearline November 20, 2017 at 7:35 am

The simple daily rinse with hydrogen peroxide (yes, that inexpensive
brown bottle you select up with thhe grocery or drug store) becommes me on tthe white smile I want.
If the cardiac musscle won’t receive sufficient circulation, the actual result might bee a cardiac event.
We hhave the classic tape, you have the self-adhesive backjed photo corner, dry picture mounting technique, wet mounting
method and spray mounting technique.


web page December 13, 2017 at 10:54 am

Thiis is a consideration which may help with thhe
success of your business. Teeth must be brushed twice or maybe more times ach day for at least two minutes and flossewd
aat least one time each day. Meanwhile oour bodies was
not sensitized on the bacterial and viruses that started the soreness process.


Leave a Comment

Previous post:

Next post: