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this would be a tax related question. I started graduate school this year and by the end of the year will have earned less than $15,000. I have couple stocks that I have held for several years that have appreciated 200%-300% in value since I bought them. Because my income is so low, would I benefit from selling stock X/Y, taking a $20-30K profit, then repurchasing the stock(s)? I really like the companies and their stock and when I first purchased them had seen them as 10+ year stocks to hold. I'm just wondering if I sold them now, instead of in a future year where they have theoretically gone up in value and where I would have a full-time income, if I would be saving myself from paying potential higher taxes on it in the future. The idea being that by repurchasing them and then selling in say 5 years from now, the percentage of gained income would be less. And I would be filing single

Does that make sense?

Any advice would be greatly appreciated.

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What you're talking about is called "tax gain harvesting," and it is considered good tax management.

From The Oblivious Investor, investors in the 10% or 15% bracket pay 0% tax on long-term capital gains.

For an interesting take on never paying income taxes again, check out Go Curry Cracker. You can claim up to $70,000 or so in capital gains before paying any taxes if you are the 10% or 15% tax bracket.

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