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Chapter 7 of 8

Accounts, Taxes, and Retirement

Putting an investment strategy into practice requires the right accounts and an awareness of tax implications. A brokerage account is an investment account held with a financial firm that allows the buying and selling of securities such as stocks and ETFs. Brokerage accounts come in several forms, including taxable accounts, margin accounts that allow borrowing against holdings, and simple cash accounts, with online brokers typically offering low commissions and a range of research tools.

For retirement-focused saving, tax-advantaged accounts are particularly valuable. A Roth IRA is funded with after-tax contributions, meaning that qualified withdrawals in retirement are entirely tax-free, subject to contribution limits and income eligibility requirements. This account is especially attractive for those who expect to be in a higher tax bracket in the future. A 401(k), by contrast, is an employer-sponsored plan funded with pre-tax contributions, often supplemented by employer matching contributions. Funds grow tax-deferred, and withdrawals after age 59½ are taxed as ordinary income. Contribution limits for 401(k)s are typically much higher than for IRAs, making them a cornerstone of retirement saving for many workers.

Investors must also contend with capital gains taxes, which apply to profits from selling appreciated assets. Short-term capital gains, on assets held for one year or less, are taxed as ordinary income, while long-term gains, on assets held longer than a year, are taxed at lower rates ranging from 0 to 20 percent. Holding investments for longer than a year is therefore a simple way to reduce tax liability, and capital losses can offset gains to lower the overall tax bill. A related strategy is tax-loss harvesting, which involves deliberately selling losing investments to realize losses that offset gains, thereby reducing taxes. Care must be taken to avoid the wash-sale rule by waiting at least 30 days before repurchasing substantially identical securities. For those in or nearing retirement, the 4% rule offers guidance: it suggests that withdrawing 4 percent of a retirement portfolio in the first year, then adjusting that amount for inflation each subsequent year, allows the portfolio to last roughly 30 years based on historical simulations, though many advisors now recommend a more conservative 3 to 3.5 percent given current conditions.

All chapters
  1. 1Foundations of Investing
  2. 2Investment Vehicles
  3. 3Building a Portfolio
  4. 4The Power of Compounding
  5. 5Strategies and Market Behavior
  6. 6Analyzing Investments
  7. 7Accounts, Taxes, and Retirement
  8. 8Theory, Psychology, and Modern Trends

Drill it

Reading is not remembering. These come from the Investing Fundamentals deck:

Q

What is investing?

Investing is the process of allocating money to assets or ventures with the expectation of generating income or profit over time. It differs from saving by invo...

Q

What is the difference between saving and investing?

Saving involves putting money into low-risk, liquid accounts like bank deposits for short-term needs and capital preservation. Investing uses money to buy asset...

Q

Why should individuals invest?

Investing helps grow wealth over time through compounding returns, outpace inflation, and achieve financial goals like retirement or home purchase. It provides...

Q

What is risk in investing?

Risk is the possibility of losing some or all of the invested principal or underperforming expectations. It includes market risk, credit risk, and liquidity ris...