New Here? Get the Free Newsletter

Oblivious Investor offers a free newsletter providing tips on low-maintenance investing, tax planning, and retirement planning. Join over 17,000 email subscribers:

Articles are published Monday and Friday. You can unsubscribe at any time.

Fiscal Cliff Investment and Tax Planning

I’ve gotten a number of emails from readers over the last week asking for my thoughts about the “fiscal cliff.” Typically these have fallen into one of two categories:

  1. Should I get out of the market (or lighten up on stocks) in case the market crashes, and
  2. Are there any year-end tax planning moves I should be making with my portfolio?

Should You Get Out of the Market?

In order to make a successful fiscal-cliff-related market timing move, (aside from simply getting lucky) you would not only have to be able to successfully predict what our lawmakers are going to do, you’d have to be able to make that prediction before the rest of the market can make it. (And this is assuming that no other unpredictable factors will play a significant role in what the market does this month.)

I can’t speak for you, but I know I have no idea how to do such things.

That said, if you’re particularly worried about what the market’s going to do, perhaps you should reduce your stock allocation. Permanently. As a general rule, your stock allocation should not be causing you any significant amount of anxiety. The idea is to pick an allocation where you can hold on even when the news is bad and the market is falling.

Year-End Tax Moves

As things stand right now, beginning next year:

  • Income tax rates are scheduled to increase across the board,
  • The special tax treatment for dividends is scheduled to expire, and
  • The special 0% and 15% tax rates for long-term capital gains are scheduled to increase to 10% and 20% (or 8% and 18% for property that’s been held for at least 5 years).*

In addition, the new 3.8% Medicare tax on unearned income (including dividends, interest, capital gains, rents, royalties, and annuity income, but not including distributions from tax-deferred accounts such as traditional IRAs) for people with modified adjusted gross income in excess of $200,000 ($250,000 if married filing jointly) is scheduled to go into effect.

As a result of these scheduled changes, there are a few actions you might want to consider taking. (Please note that it’s possible that a new law will be passed preventing any combination of those scheduled changes from actually occurring. So for the moment, I think it might be prudent to make a plan, but to hold off on any actual actions for a couple of weeks to see if we get any more information about what agreement our lawmakers are reaching — or not reaching.)

First, for investors with unrealized long-term capital gains, there’s a good chance it makes sense to engage in tax-gain harvesting. That is, it may be advantageous to sell the securities with the unrealized gains and pay tax on the gain now, at either 0% or 15%, rather than paying higher tax rates down the road.

Second, when possible, it may be advantageous to accelerate taxable income into this year rather than next year. For example, retirees currently taking distributions from tax-deferred retirement accounts may want to take out extra this year (enough to fill up their current tax bracket, for instance) so that they can take out less next year when rates are higher.

Third, for investors with holdings in taxable accounts, it’s likely time to rethink the asset location strategies that have been recommended for the last several years. With dividends being taxed like other ordinary income and tax rates increasing for long-term capital gains, there’s no longer as compelling a reason to make a point of tax-sheltering bonds before tax-sheltering stocks.

Instead, depending on circumstances, it could make a lot of sense to switch things around so that you’re holding tax-exempt muni bonds in taxable accounts and keeping your stocks in retirement accounts. (Please note, however, that this isn’t a must-get-it-done-before-year-end sort of thing.)

*This is not an exhaustive list of tax changes scheduled to go into effect in 2013. This is simply a handful of the changes most applicable to managing an investment portfolio.

For More Information, See My Related Book:


Taxes Made Simple: Income Taxes Explained in 100 Pages or Less

Topics Covered in the Book:
  • The difference between deductions, exemptions, and credits,
  • Itemized deductions vs. the standard deduction,
  • Several money-saving deductions and credits and how to make sure you qualify for them,
  • Click here to see the full list.

A testimonial from a reader on Amazon:

"Very easy to read and is a perfect introduction for learning how to do your own taxes. Mike Piper does an excellent job of demystifying complex tax sections and he presents them in an enjoyable and easy to understand way. Highly recommended!"


  1. What do you think of the strategy of buying I-bonds (10K) every year given that you can defer the taxes till you are in a lower bracket possibly at retirement. This could possibly provide an additional place to hold your bond portfolio?

  2. John,

    In short, I think that’s often a good idea.

  3. I read in Forbes:”If you have a capital loss carryforward that is smaller than your unrealized long-term capital gain position, you could plan on recognizing your capital gains this year and saving your unrealized capital losses for next year to take advantage of this year’s expected lower tax rates on capital gains. ”

    I thought that if one has a loss carryforward, it must be used against any realized gains and so you don’t get to take advantage of the 0% capital gains rate. Is it possible to not use the loss carryforward & get the 0% rate?


  4. Hi, Nancy.

    My understanding was in keeping with yours — if you have a carryover capital loss from a prior year, and you realize capital gains this year, you must use that carryover loss to offset this year’s realized gains. (And a re-look at Schedule D and its instructions appears to confirm this.)

    I think that’s in keeping with what the author was saying. That is, he’s saying that you would use up your carryover loss, but make a point not to sell any holdings with unrealized losses — save those for next year.

Disclaimer: By using this site, you explicitly agree to its Terms of Use and agree not to hold Simple Subjects, LLC or any of its members liable in any way for damages arising from decisions you make based on the information made available on this site. I am not a financial or investment advisor, and the information on this site is for informational and entertainment purposes only and does not constitute financial advice.

Copyright 2017 Simple Subjects, LLC - All rights reserved. To be clear: This means that, aside from small quotations, the material on this site may not be republished elsewhere without my express permission. Terms of Use and Privacy Policy