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Series 65
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Textbook
Introduction
1. Investment vehicle characteristics
2. Recommendations & strategies
2.1 Type of client
2.2 Client profile
2.3 Strategies, styles, & techniques
2.4 Capital market theory
2.5 Tax considerations
2.5.1 Dividends & interest
2.5.2 Capital gains & losses
2.5.3 Types of income
2.6 Retirement plans
2.7 Brokerage account types
2.8 Special accounts
2.9 Trading securities
2.10 Performance measures
3. Economic factors & business information
4. Laws & regulations
Wrapping up
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2.5.2 Capital gains & losses
Achievable Series 65
2. Recommendations & strategies
2.5. Tax considerations

Capital gains & losses

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A capital gain is realized when an investor sells a security for more than its original cost. When you hear “buy low, sell high,” that’s describing a capital gain. If a security is sold for less than its cost, the investor has a capital loss.

A gain or loss is realized when the position is closed (long securities are sold, or short securities are repurchased). To find the gain or loss, investors compare their cost basis to their sales proceeds.

  • Cost basis is the total amount paid to buy the security, including commissions (and other transaction fees).
  • Sales proceeds is the total amount received when selling the security, minus commissions.

To see how this works, walk through this example:

An investor purchases shares of ABC stock at $50 while paying a $2 per share commission. Several months later, the stock is sold for $70 while paying another $2 per share commission. What is the cost basis, sales proceeds, and capital gain or loss?

Can you figure it out?

(spoiler)

Cost basis = $52

The cost basis equals the purchase price ($50) plus the commission ($2), which is the total amount paid to buy the investment.

Sales proceeds = $68

Sales proceeds equal the sale price ($70) minus the commission ($2), which is the total amount received from selling the investment.

The capital gain or loss = $16 capital gain

Subtract cost basis from sales proceeds: $68 − $52 = $16. A positive number is a capital gain; a negative number is a capital loss.

Capital gains can be long-term or short-term.

Long-term capital gains apply to securities held for more than one year. (For long-term status, the holding period must be one year and one day.) Long-term capital gains are taxed similarly to qualified dividends: 0%, 15%, or 20%, depending on annual income.

Sidenote
Vague test questions

You may see a test question about long-term capital gain tax rates that doesn’t specify the investor’s income or the exact rate. In that case, assume a 15% long-term capital gains rate.

Short-term capital gains apply to securities held for one year or less. They’re taxed at the investor’s ordinary income tax rate, which could be as high as 37% (similar to non-qualified dividends).

Capital gains are reported on Form 1099-B (B stands for brokerage proceeds). Brokerage firms report customers’ capital gains and losses to the IRS each year. If the investor has more gains than losses (a net capital gain), taxes are owed. A net capital loss can be used as a deduction.

Cost basis adjustments

Cost basis is used to calculate the capital gain or loss when a security is liquidated. In certain situations, the cost basis may be adjusted. In particular, we’ll focus on these two situations:

  • Inherited securities
  • Gifted securities

Inherited securities

When securities are inherited, the tax rules are generally favorable. Two key benefits apply:

  • Cost basis is “stepped up”
  • The holding period is automatically long-term

When an investor dies, their assets pass to beneficiaries. The beneficiary’s new cost basis is the security’s value on the date of the original owner’s death. The beneficiary’s holding period is treated as long-term, no matter how long the original owner held the investment.

Here’s an example:

An investor purchased 100 shares of ABC stock at $500 per share on January 10th, 2025. The investor died on June 10th, 2025 when ABC was at $1,000 per share. The investor’s daughter liquidated the inherited shares at $1,100 on July 1st, 2025.

Even though the shares were originally purchased at $500, the cost basis is “stepped up” to $1,000 on the original owner’s date of death. That step-up can reduce taxes significantly.

  • With the step-up, the taxable gain is $100 per share ($1,100 sales proceeds − $1,000 cost basis).
  • Without the step-up, the taxable gain would be $600 per share ($1,100 sales proceeds − $500 cost basis).

The gain is also treated as long-term, even though the shares were held for only about six months.

Assuming the inheritor is in the 32% tax bracket, here’s the difference in tax liability:

With inheritance tax rules

  • Cost basis = $1,000 per share
  • Sales proceeds = $1,100 per share
  • $100 taxable gain per share
  • $100 gain x 100 shares = $10,000 overall gain
  • $10,000 gain x 15% (long term gain rate) = $1,500 tax liability

Without inheritance tax rules

  • Cost basis = $500 per share
  • Sales proceeds = $1,100 per share
  • $600 taxable gain per share
  • $600 gain x 100 shares = $60,000 overall gain
  • $60,000 gain x 32% (short term gain rate) = $19,200 tax liability

These inheritance rules can significantly reduce tax liability. Instead of paying a 32% tax (the tax bracket that applies to short-term gains) on a $60,000 gain, the inheritor pays a 15% tax on a $10,000 gain. That’s a tax savings of $17,700.

Gifted securities

This is a simplification for exam purposes; the actual rules when filing taxes are more complex.

Gifted securities don’t receive the same tax benefits as inherited securities.

  • The recipient generally takes the original owner’s cost basis.
  • The holding period does not reset.

Using the same facts as the inheritance example (but treating the transfer as a gift):

An investor purchased 100 shares of ABC stock at $500 per share on January 10th, 2025. The investor gifted the shares to their daughter on June 10th, 2025, when ABC was $1,000 per share. The daughter liquidated the shares at $1,100 on July 1st, 2025.

In this case, the daughter keeps the original cost basis of $500 and the short-term holding period.

  • Cost basis = $500 per share
  • Sales proceeds = $1,100 per share
  • $600 taxable gain per share
  • $600 gain x 100 shares = $60,000 overall gain
  • $60,000 gain x 32% (short term gain rate) = $19,200 tax liability
Key points

Capital gain

  • Securities sold for more than the basis
  • Reported on tax form 1099-B

Capital loss

  • Securities sold for less than the basis
  • Reported on tax form 1099-B

Long-term capital gain

  • Gain on security held more than 1 year
  • Tax rate: 0%, 15%, or 20%

Short-term capital gain

  • Gain on security held for 1 year or less
  • Tax rate: up to 37% (income tax bracket)

Inherited securities

  • Cost basis is stepped up to the value on the date of death
  • The holding period is always long term

Gifted securities

  • Security retains the original cost basis and holding period when gifted
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