Investing Insights

This Dividend Investing Strategy Deserves a Second Look


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Amy Arnott, portfolio strategist for Morningstar Inc., discusses how a popular dividend investing strategy works, and who would or wouldn’t benefit from it.

 

On this episode:

  • Let’s focus on when dividend reinvesting works as a strategy and when it does not. Who should consider reinvesting dividends?
  • When shouldn’t an investor reinvest their dividends?
  • Are there any differences between reinvesting dividends in a taxable vs a tax-deferred account?
  • What types of dividends are taxable and non-taxable?

This part of the episode includes a correction: A response about which dividends are taxable versus nontaxable should have said, “If you're in a bond fund, most dividends would be taxable unless you’re investing in Treasury bonds, which would normally be exempt from state and local taxes.” We incorrectly said federal taxes.

  • How long you’ve owned a dividend-paying stock matters when it comes to taxes. Can you explain the differences between qualified and non-qualified dividends?
  • What kind of record-keeping does reinvesting dividends require, and how does reinvestment affect the cost-basis?
  • How are considerations different for stock dividends vs fund dividends?
  • What’s the final takeaway for the audience about dividend reinvestment?

 

 

Read about topics from this episode. 

When to Reinvest Dividends (or Not)

These 4 Dividend ETFs Strike the Right Balance for Income Investors

10 Top Dividend Stocks for 2025

13 Elite Companies With Fast-Growing Dividends

What Are Dividends?

The 10 Best Dividend Stocks

The Best Dividend Funds

What Makes a Great Dividend Fund?

 

What to watch from Morningstar. 
Market Volatility: Is Your Investment Portfolio Ready for a US-EU Trade Deal?

Market Volatility: 4 Key Factors to Track in Q3 2025

Is the International Outlook Brighter Than the US?

Digital Advice in 2025: What You Need to Know About Robo-Advisors

 

Read what our team is writing:

Amy C. Arnott

Ivanna Hampton

 

Follow us on social media.

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...more
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