What You Should Know About Dividend Investing

What You Should Know About Dividend Investing

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If you're scrolling online, you're bound to come across thousands of financial experts and money blogs claiming that owning high dividend stocks is the way to achieve financial freedom.

It can be overwhelming and frustrating to try and make sense of all the advice out there.

Let me take a moment to shed some light on the role of dividends in an investment strategy.

While dividends do play a role in investment returns, choosing a stocks purely on their current dividend yield can actually be quite risky and create a false sense of security.

That’s why I’m going to break down three key things every investors needs to know about dividends:

  1. What exactly are dividends?
  2. What are advantages & disadvantages of dividends
  3. The benefits of taking a holistic investment approach (Total Return)

So, if you're looking to make smart investment decisions that will help you achieve financial freedom, don't fall for the hype around high dividend stocks.

Instead, understand the role of dividends and their place in a well-rounded investment strategy.

What Exactly Are Dividends?

Let's take a moment to explore the concept of dividends, using a simple lemonade stand analogy.

Imagine you own a lemonade stand with your friends.

Every time you sell a cup of lemonade, you have two options.

  1. Keep the money and use it to buy more supplies, like lemons and sugar, and then reinvest to grow the lemonade business.
  2. Divide the money among yourselves and take the money home.

This same principle applies to public companies.

They can use their earnings to grow the business or distribute them to shareholders in the form of dividends.

However, there's a catch…

When dividends are paid out, the cash leaves the company's balance sheet, which can lead to a decrease in equity value.

Let me illustrate this with a hypothetical scenario.


The graph here shows the value of Lemonade, INC. shares before vs. after a dividend is payed out.

As you can see, when a dividend gets paid out, the share price drops because the value of the cash is no longer on the company's books.

That means, all else being equal, an investor who receives a dividend may also be left with a less valuable equity holding.

Therefore dividends are not “bonus cash” because your equity value drops by the dividend amount.

However, dividends do offer some benefits and drawbacks, and it's important to consider them when developing an investment strategy.

Let’s explore the advantages and disadvantages of dividends in more detail.

The advantages & disadvantages of dividends

Investment strategies come in all shapes and sizes, and dividend investing is no exception.

Let's take a look at some of the advantages and disadvantages of this type of investment.


  1. Income.
  2. One of the biggest advantages of dividend investing is the regular income it provides.

    As a shareholder, you receive a percentage of the company's cash payouts based on the number of shares you own.

    For example, let’s say you bought 100 shares of Lemonade, Inc., if they were to pay a $1 annual dividend, you would receive $100 in cash.

    Many companies will pay this out on a regular basis to keep investors happy. Making it a nice source of income for investors.

  3. Reinvestment.
  4. Another advantage of dividend investing is the ability to reinvest those dividends into more shares.

    By reinvesting dividends you can potentially benefit from the power of compounding over time.

  5. Not selling from principle.
  6. By receiving dividends, investors can receive a stream of income without having to sell their shares.

    A dividend-paying company lets an investor continue to own part of the company and still benefit financially.

Now that we know what dividends are and some of the advantages, let’s talk about some of the drawbacks when it comes to dividend investing. Let's take a look at three of the main disadvantages.

  1. Taxes
  2. One of the biggest downsides of dividend investing is the tax implications.

    Depending on your holding period dividends can be taxed anywhere from 0%-37%.

    This can lead to unwanted taxes.

    Even if you're holding your dividend-paying investments longer than one year (to get better tax treatment), you're still paying taxes every single year. This hurts your investment returns.

  3. Diversification
  4. Another disadvantage of dividend investing is the lack of diversification.

    When you only focus on companies with high dividend yields you are doing the opposite of diversification. This makes your investments riskier.

    On average, the proportion of firms paying dividends in the US was only about 52% from 1963 through 2019. (1)

    This means an investor focusing only on those stocks is missing out on nearly half of investible US companies.

    By definition, a less diversified portfolio is less efficient.

  5. Valuations
  6. Lastly, it's important to consider the valuation of the stocks you're investing in.

    There is a big difference between buying a high-quality high-dividend paying stock & a low-quality high-dividend paying stock.

    Simply put, valuations measure how expensive or cheap something is and can be even more important than taxes.

    Buying a high dividend stock that is expensive and has bad financials is not a good investment.

    Thus having a high yield creates a false sense of security.

    So, if you buy something when it's cheap, you can sell it when it becomes expensive and turn a profit. If you buy something expensive, on the other hand, you'll lose money if you sell it after it loses value.

In summary, while dividends can provide certain advantages, it’s important to understand the drawbacks before making a decision.

Focusing solely on dividend-paying stocks may not be the most effective investment strategy for all investors.

This is why investors should focus on more of a holistic approach when it comes to investing.

The Benefits of Taking a Holistic Investment Approach (Total Return)

As an investor, it's easy to get caught up in the latest investment trends and strategies.

And we know that will be a factor till the end of time.

But when it comes to investing, it's important to remember that total return is what truly matters.

Cold hard cash from a dividend might make investors feel all warm and fuzzy inside, but it’s crucial to consider all forms of income that can come from your investments.

Total return takes into account both dividends and the increased value of your investment over time.

When you invest for total return, you look at all the money you get from your investments.

Not just dividends.

As tempting as it might be to focus solely on dividend yield, a broader investment strategy could better align with your overall goals.


1 Dimensional, using data from CRSP. Stocks are sorted at the end of each June based on whether a dividend was issued in the preceding 12 months.

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All content and opinions expressed on this site is for general informational and entertainment purposes only and is not intended to provide specific advice or recommendations for any individual or on any specific security. This content is only intended to provide information and education about the financial markets and financial planning strategies. To determine which investments may be appropriate for you, consult your financial advisor.