jobyts Posted January 28, 2015 Share Posted January 28, 2015 Specific to US residents: Say, my salary is 100K and I come in 35% tax bracket. (for ease of calculation, I could use flat 35%). The tax I need to pay for 2 years = 35K + 35K = 70K Say, I have 1 million to invest: I buy SPY for 500K, and SH for 500K, on Jan 1st. Assuming that year a fluctuation of 10%, I sell one that I lost 10% money on Dec 31st and I sell the one I made 10% gain on next year Jan 2nd. Investment loss I have on the first year = 50K My effective tax on the first year = (100K - 50K)*35% = 17.5K Investment gain I have on the next year = 50K My effective tax on the next year = 100K*35% + 50K*20% = 35K + 10K = 45K My total tax for 2 years = 17.5K + 45K = 62.5K Is this too good to be true, saving few percentage every year with no risk? Link to comment Share on other sites More sharing options...
thepupil Posted January 28, 2015 Share Posted January 28, 2015 as i understand it, you don't deduct investment losses from your income (except for max $3K/year). Link to comment Share on other sites More sharing options...
aws Posted January 28, 2015 Share Posted January 28, 2015 Not only does that not work because of the 3k limit, but it would also be considered a straddle which has special rules for deductions. When you have a straddle you have to reduce your loss by the amount of the unrecognized gain on the offsetting position. If they were perfect offsets you would always have no deduction. Link to comment Share on other sites More sharing options...
smreitz Posted January 28, 2015 Share Posted January 28, 2015 Yes...too good to be true! Income tax rules on capital losses are not very forgiving (i.e. $3,000 of capital losses deductible against ordinary income limit). I think you also need to keep in mind meeting holding period requirements (long term vs short term) and potential wash sale rules (selling stock for a loss and buying it back within 30 days). Link to comment Share on other sites More sharing options...
bargainman Posted January 30, 2015 Share Posted January 30, 2015 On a related note look up tax loss harvesting. https://www.wealthfront.com/tax-loss-harvesting not the same but interesting technique. Link to comment Share on other sites More sharing options...
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