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Home -> Financial Planning -> Stocks, Bonds etc. -> Borrowing to Invest -> Selling the StocksSelling the Stocks and ETFs When You Have Borrowed to InvestIf you have purchased good quality stocks or exchange-traded funds (ETFs), we recommend that you hold them forever (buy and hold). When you sell any investment, you will have to pay tax on any capital gains, lowering your return on investment. If you sell all or part of an investment that you have purchased with borrowed money (leveraged investments), you should repay the borrowed money, as the interest on that portion of the debt will no longer be tax deductible. Example of our suggestion to keep record-keeping simple:
The above is just a suggestion for how to do this - certainly not a rule! Note that if you have sold a stock at a loss, the interest expense may still be deductible - see our article on Disappearing Source Rules. Previous Borrow to Invest Articles: Setting up the brokerage account Tax Tip: Repay the borrowed money if you sell your leveraged investments. Better yet, hold them forever. Revised: August 07, 2025
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