Is the loss on the sale of your home deductible?

The loss on the sale of a personal residence is a nondeductible personal loss.

References:

• Publication 523, Selling Your Home
• Tax Topic 409, Capital gains and losses

I own stock which became worthless last year. Can I take a bad debt deduction on my tax return?

If you own securities, including stocks, and they become totally worthless, you can take a deduction for a loss, but not for a bad debt.

The worthless securities are treated as though they were capital assets sold on the last day of the tax year if they were capital assets in your hands. Report worthless securities on Form 1040, Schedule D (PDF), in Part 1 or 2 depending on whether you held the stock short term and write "Worthless."In the applicable column of Schedule D. For additional information, refer to Chapter 4 of Publication 550, Investment Income and Expenses (Including Capital Gains and Losses). For more information on bad debts, refer to Tax Topic 453, Bad Debt Deduction.

References:

• Publication 550, Investment Income and Expenses (Including Capital Gains and Losses)
• Form 1040, Schedule D (PDF), Capital Gains and Losses
• Tax Topic 453, Bad Debt Deduction