Q: I had trouble explaining tax loss selling to my sister. If I sell a company for a tax loss and buy it back in 30 days and it goes up I have a capital gain that I will have to report sometime that I would have to use the capital loss to cover offset. Tax-wise wouldn't that be the same as not doing anything? That would also be the scenario if I bought a parallel company that went up in a similar manner to the one I sold.
I always hope to have a capital gain on something so the capital loss may come in handy but in this market I probably won't be using the capital loss anytime soon so the tax savings is a bit theoretical. As near as I can see the only way to come out ahead is if I sell a company that is down and buy a similar company that is also down but likely to recover more or faster than the one I sold. In other words, sell a lousy company and buy a quality company. But then should I be doing this all the time anyways. I'm not too sure that I can reduce my taxes in the long run. So I am just standing by in a holding mode hoping for better times because I liked the companies that I had before all this craziness although I don't like the losses. Only if I have or recently had a capital gain is the tax loss selling worthwhile Does that sound about right or am I missing something.
I always hope to have a capital gain on something so the capital loss may come in handy but in this market I probably won't be using the capital loss anytime soon so the tax savings is a bit theoretical. As near as I can see the only way to come out ahead is if I sell a company that is down and buy a similar company that is also down but likely to recover more or faster than the one I sold. In other words, sell a lousy company and buy a quality company. But then should I be doing this all the time anyways. I'm not too sure that I can reduce my taxes in the long run. So I am just standing by in a holding mode hoping for better times because I liked the companies that I had before all this craziness although I don't like the losses. Only if I have or recently had a capital gain is the tax loss selling worthwhile Does that sound about right or am I missing something.