The headline for this blog is one of the golden rules of personal finance. It means you should never make an investment or financial decision based solely on minimizing taxes. While tax-efficient investing is smart, making decisions purely to dodge the tax man (IRS) often leads to taking on needless risk, holding onto losing assets, or missing out on better returns. All too often, a smart, successful person holds on to a stock for far too long because selling would trigger a capital gains tax. Say a stock holding was up 400% at its peak. Then it falls in a precipitous manner, and now it's up 30%. They still won't sell because they are hopeful of a reversal back to their previous high level. Eventually, there is a realization that the reversal is not forthcoming. The stock is back to its cost basis. Our investor has lost years of potential returns, all to avoid a tax bill that would have been a fraction of the ultimate damage. This is the tax tail wagging the dog.
Before proceeding further, it probably makes sense to introduce the applicable income tax rates to the discussion. Capital appreciation (when investments go up in value and the gains are realized) is taxed at your capital gains tax rate. There are short-term gains and long-term gains. If an asset is bought and sold within one year, it will be subject to short-term capital gains. Generally speaking, this will be the investor's marginal income tax bracket. Investments that are sold after being held for more than one year will be subject to long-term capital gains. There is preferential tax treatment as it will be lower than your marginal income tax bracket. The applicable capital gains tax rates are itemized below. Please note the taxable income parameters are for single filers.
LT Capital Gain Tax Rate Taxable Income
-0- $0 - $49,450
15% $49,451 - $545,500
20% over $545,500
Besides the obvious example as detailed previously in the first paragraph, there are other common mistakes associated with holding on to securities at all costs. One risk is that it can get in the way of your overall investment strategy. Rebalancing a portfolio is a critical part of any investment strategy. Rebalancing goes hand in hand with asset allocation and diversification. Over time, certain asset classes will increase in value compared to others. This can disrupt the original asset allocation that was chosen when your strategy was determined. While this is a good thing, normally the advice is to return the portfolio to its original strategic asset allocation. This involves selling appreciated assets - which means paying some capital gains taxes. Paying taxes is the price you pay to participate in the equities market and, even more specifically, the price you pay to keep a strategic asset allocation over time. It is never enjoyable to write a check to the Internal Revenue Service. However, you're paying taxes because you made money (which is the goal) based on either a smart or lucky investment decision, and that sure beats being on the losing side of a trade.
Several years ago when I was a young banker and novice investor, my late father was always pestering me to purchase municipal bonds. Many investors buy munis because the interest income from these bonds is generally exempt from federal income taxes. My reluctance to buy municipal bonds at a fairly young age was supported by multiple considerations. First of all, I wanted the risk/reward associated with the stock market. Second, the commissions charged when buying munis can be fairly stiff. Lastly, I simply was not in a high enough federal tax bracket to justify an allocation to municipal bonds. Munis are inherently more valuable the higher your marginal tax rate is. Another consideration would be that changes to the federal tax code can draw investment monies into bad deals that would never attract attention except for the favorable tax treatment. Always run the investment through a non-tax filter first. Ask: Would I own this if there were no tax benefits? Still another example of chasing "tax-free' growth would be over-funding whole life insurance policies. The returns need to be evaluated honestly against alternatives. The question is always, "Is this a good use of my capital?"
Investors would be wise to consider future tax risk. There is a strong possibility that in the not-too-distant future, income derived from long-term capital gains will be taxed at a much higher rate than is currently the case. In the 1970s, long-term capital gains tax rates were over 30% - peaking at 39.875% in 1976. It would not surprise me in the least if we see a return to those much higher rates. With a national debt of $40 trillion and annual budget deficits consistently around $2 trillion (6.5% of GDP), there will be increasing pressure to increase taxes. The growing wealth inequality will reach the point where Congress will modify the tax code to address this issue before social unrest leads to violence on our urban streets. I expect the top 10% of income earners, especially the top 1%, will be paying significantly more in income taxes in the next few years. It might even be worse than I am predicting. Can you imagine the tax rates for wealthy Americans if President Mamdani has a Democratic House of Representatives and more than 60 Democratic Senators in the United States Senate?
I'll end this blog with a comment I came across when reading an article for research I was conducting on this subject matter. " The best tax shelter of all time is a great investment. Don't contort your portfolio into unrecognizable shapes trying to avoid taxes. A well-diversified, well-managed portfolio that grows steadily will always outperform a tax-optimized portfolio of mediocre investments."