Question

On February 20 , 2018, Bill purchased stock in Pink Corporation (the stock is not small business stock) for $1,000. On May 1, 2019, the stock became worthless. During 2019, Bill also had an $8,000 loss on § 1244 small business stock purchased two years ago, a $9,000 loss on a nonbusiness bad debt, and a $5,000 long-term capital gain. How should Bill treat these items on his 2019 tax return?

Answer 1

$8,000 ordinary loss and $3,000 short-term capital loss

Ordinary loss (Small business stock) ($8,000)

Long-term capital gain $5,000

- Long-term capital loss (Worthless securities)

(1,000)

Net long-term capital gain $4,000

- Short-term capital loss (Nonbusiness bad debt)

(9,000)

Net short-term capital loss ($5,000)

Short-term capital loss limited to ($3,000)