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Managing a Portfolio

Lesson 3: Tax Implications of Investing

Introduction: Taxes are Part of the Game

Investing is about growing your money, but it is also about keeping more of it. 

And that means understanding how your investments are taxed.


Too many investors ignore taxes until April rolls around. 

And by then, it is too late to plan smart. 


This lesson will help you: 

  • Understand capital gains, dividends, and tax-advantaged accounts
  • Learn how investment income is taxed
  • Use tax strategies that increase your after-tax returns

Capital Gains Tax Basics

When you sell an investment for more than you paid, that profit is called a capital gain, and it is taxable. 


Two Types of Capital Gains: 

Short-Term: Investments held one year or less. 

Taxed at your regular income tax rate


Long-Term: Held more than a year

Taxed at lower, favorable rates (e.g., 0%, 15%, or 20% in the U.S.)


Key Points:

  • The longer you hold, the less you typically owe
  • Selling too frequently = higher tax bills
  • Losses can offset gains, reducing your taxable income


Example: 

You buy stock for $5,000 and sell it for $8,000:

  • $3,000 capital gain
  • If you held it for 6 months → taxed as regular income
  • If you held it for 2 years → taxed at long-term capital gains rate


Holding longer is not only safer, but also smarter for your tax bill. 


long term investing vs short term investing

Dividends and Interest Income

Selling your investments is one way to profit from them, but they can also pay you along the way. 

However, just like gains, that income can be taxed differently depending on the type.


Dividends:

  • Qualified Dividends: From U.S. companies held for a minimum period

Taxed at long-term capital gains rates (lower)

  • Ordinary Dividends: Anything that doesn’t qualify

Taxed as regular income


Interest Income: 

  • Earned from bonds, savings accounts, CDs, etc.
  • Always taxed as ordinary income
  • No favorable rate, no matter how long you hold


Why This Is Important: 

  • Income-producing investments can quietly raise your tax bill
  • Tax-efficient funds and strategies can help minimize this drag


Not all income is created equal, which is why it is crucial to know what you’re earning and how it is taxed.


Tax-Advantaged Accounts

One of the smartest ways to lower your tax burden is to use accounts designed to help you invest tax-efficiently. 


Depending on the type, these accounts either delay taxes, reduce them, or eliminate them altogether. 


Common Types: 


401(k) / RRSP (Tax-deferred)

  • Contributions reduce taxable income now
  • Taxes are paid later when you withdraw in retirement


Roth IRA / TFSA (Tax-free growth)

  • Pay taxes upfront, then grow and withdraw tax-free. 


Traditional IRA (Similar to 401(k), but for individuals)

  • May be tax-deductible depending on income


Key Advantages: 

  • Compound growth happens without annual tax drag
  • You control when and how you're taxed
  • Great for long-term wealth building, especially for retirement


Know Your Limits: 

  • Annual contribution caps
  • Withdrawal rules and penalties
  • Eligibility based on income and employment


These accounts are the tax shelters for everyday investors, and one of your most powerful tools.

tax efficient investing

Tax-Loss Harvesting

  • Tax-loss harvesting is a clever way to use investment losses to your advantage - to reduce your tax bill. 


    How It Works: 

    • You sell an investment at a loss
    • That loss offsets gains from other investments
    • If losses exceed gains, you can deduct up to $3,000 against ordinary income (U.S.)


    But There Are Rules: 

    • Wash Sale Rule: You can’t buy the same or “substantially identical” investment 30 days before or after the sale
    • You can still stay invested by buying a similar (but not identical) asset


    Why This Is Important: 

    • Reduces your taxable gains
    • Helps smooth out the tax impact of rebalancing
    • Can boost after-tax returns over time


    You don’t need to ‘win’ every trade. Even losses can work for you with the right strategy.

Quiz

  1. Which type of account lets your investments grow and be withdrawn tax-free?

    a) Traditional IRA

    b) Roth IRA

    c) Savings account

  2. What’s the main benefit of tax-loss harvesting?

    a) It increases your capital gains

    b) It offsets investment losses with gains

    c) It reduces your tax bill by using losses

    3. How are qualified dividends taxed?

    a) At the long-term capital gains rate

    b) They're tax-free

    c) At your regular income tax rate


See the answers at the bottom

Exercise:

  1. You invest $5,000 in two accounts:

    • One in a taxable brokerage account
    • One in a Roth IRA


    After 10 years, both accounts grow to $10,000.

    If you sell both investments at that point, which one lets you keep more?

    See the answers at the bottom


Summary and Key Takeaways

    • Capital gains are taxed differently depending on how long you hold; long-term usually means a lower rate.
    • Dividends and interest can trigger taxes even if you don’t sell anything.
    • Tax-advantaged accounts like Roth IRAs and 401(k)s can protect your growth from taxes. Use them wisely.
    • Tax-loss harvesting is a strategy to turn losses into tax benefits.
    • Planning ahead can help you keep more of what you earn, which makes a big difference over time

Answers to the Quiz and Exercise Questions

Quiz Answers:

1) Which type of account lets your investments grow and be withdrawn tax-free?

Answer: b) Roth IRA

2) What’s the main benefit of tax-loss harvesting?

Answer: c) It reduces your tax bill by using losses

3) How are qualified dividends usually taxed?

Answer: a) At the long-term capital gains rate


Exercise Answers:

The Roth IRA, because withdrawals are tax-free. In the taxable account, you’d owe capital gains tax on the $5,000 gain.


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