Year-End Tax-Saving Strategies

With the stock market up nearly 30% so far in 2013 and up 18% on an annualized basis during the past five years, it would be hard to blame investors for feeling some trepidation about the upcoming tax-filing season. Funds could distribute taxable capital gains between now and year-end, and offsetting tax-loss candidates tend to be few and far between in most portfolios. Moreover, the 2013 tax year brings with it a new income tax bracket that's higher than all others, a 20% capital gains rate, and a new Medicare surtax for the highest-income earners.

Against that backdrop, several Morningstar.com readers said they were getting busy to keep their tax bills down--not just for 2013 but in future years, as well. In response to my query about year-end tax strategies, which I posted in the Portfolio Design/Management section of Morningstar.com's Discuss forums, readers said they were honing their taxable portfolios for greater tax efficiency, converting traditional IRAs to Roth, and strategizing about deductions in an effort to stay in the lowest possible tax bracket. To read about some of the most popular tax-management strategies or share your own plan, click here (http://socialize.morningstar.com/NewSocialize/forums/p/332354/3486559.aspx#3486559).

'I Couldn't Imagine the Problem That Many of Us Now Confront'
Of the recently strong market conditions, posters were unequivocal: It's getting harder to limit taxable capital gains because it's difficult to find losing positions to offset them.

That's a high-class problem to have, noted EFHutton: "Coming out of the 2000-02 bear market, I couldn't imagine the problem that many of us now confront; namely the 'problem' of too much investment success and a tax issue. Not surprisingly many funds have had success in the wake of the 2008-09 bear market and have substantial taxable distributions planned for December. It is a trap of sorts. To get out, one incurs substantial tax cost."

A handful of posters said they still have unused tax losses that they could use to offset their winners. Yogibearbull wrote, "I still have loss-carryovers [that I booked aggressively with tax-swaps in 2008-09], so my taxable accounts are essentially tax-free for a while. But this may end soon."

Bnorthrop's tax-loss carryforwards are also ebbing away. "Alas, this will be the year that I use up my tax-loss carryforward from 2008-09. The only investment I plan to sell for a small additional tax loss is a high-yield municipal-bond fund that I calculate will help shield a bit of ordinary income. I plan to exchange it for a short-term muni fund."