Tree with coins growing as leaves, representing growth and passive income from dividend investing.

Building Wealth with Dividend Investing

January 21, 20256 min read

Mastering Passive Income: Building Wealth with Dividend Investing

Generating passive income is one of the most powerful ways to build wealth and secure financial independence. In this fourth installment of the Mastering Passive Income series, I want to share information on dividend stocks and how I’ve personally used dividend investing to create steady income and put otherwise stagnant cash reserves to work.

What Are Dividends?

Dividends are a portion of a company’s profits paid out to shareholders, typically on a regular schedule (quarterly, semi-annually, or annually). These payments can come in the form of cash or additional shares of stock and represent a way for companies to reward investors for their loyalty and belief in the business.

Dividends are especially appealing because they provide:

  • Steady Cash Flow: A reliable income stream, even during market fluctuations.

  • Compounding Potential: When reinvested, dividends can significantly amplify long-term returns through the power of compounding.

  • Stability: Companies that pay dividends are often more established and financially sound, reducing investment volatility.  Said another way, these stocks tend to fluctuate in price less than other stocks.

Why Do Companies Pay Dividends?

Not all companies pay dividends, so why do those that do choose to distribute profits instead of reinvesting them? The reasons include:

  • Attracting Investors: Dividend-paying companies appeal to income-focused investors, such as retirees or those seeking cash flow.

  • Signaling Financial Health: Consistent dividends indicate a company’s profitability and stability.

  • Maintaining Investor Loyalty: Regular dividends create a bond of trust, incentivizing shareholders to hold onto the stock for the long term.

My Experience with Dividend Investing

I’ve invested in dividend-paying stocks for years, using a portion of my reserve funds—those set aside for my rental properties’ capex, make-ready, tax and insurance, and maintenance needs. These are funds I don’t typically need to access quickly, so I have the flexibility to invest them in stocks that generate income while they’re waiting to be used.

I focus on a mix of REITs, financials, utilities, and blue-chip stocks. Within the REITs, I diversify across types to further reduce risk. For example, I’ve held shares in residential, commercial, and industrial REITs. This strategy has allowed me to earn a return on otherwise stagnant cash, while maintaining liquidity for when those funds are needed.

To manage risk, I keep a significant portion of my reserves—at least twice the amount I expect to need in any given month—in a high-yield savings account. This minimizes the need to liquidate my stocks during market downturns, providing a buffer for both expected and unexpected expenses.  Additionally, I do my best to plan my capex and forecast my make ready expenses and adjust my investing accordingly.

Common Attributes of Dividend-Paying Companies

Dividend-paying companies tend to share these traits:

  • Established Market Presence: Mature businesses in stable industries.

  • Strong Cash Flow: Consistent revenue generation to support payouts.

  • Low Capital Needs: Companies that don’t require reinvestment of all profits to grow.

  • Commitment to Shareholder Value: A history of prioritizing shareholder returns through dividends and buybacks.

Examples include utilities, consumer staples, and financial institutions, as well as Dividend Aristocrats—companies with 25+ years of consecutive dividend increases.

Connecting to Real Estate: REITs as Dividend Machines

In our previous article on real estate investments, we discussed Real Estate Investment Trusts (REITs). These unique investments serve as a bridge between real estate and dividend investing. By law, REITs must distribute at least 90% of their taxable income as dividends, making them one of the most reliable sources of high-yield income.

Key benefits of REITs include:

  • High Yields: Often higher payouts compared to traditional dividend-paying stocks.

  • Diversification: Exposure to real estate markets without direct property ownership.

  • Liquidity: Tradeable on stock exchanges like any other equity.

Including REITs in a dividend portfolio has worked well for me in the past. By holding a mix of REITs, I’ve gained exposure to various segments of the real estate market while enjoying consistent cash flow.

Building a Dividend Portfolio

Creating a robust dividend portfolio requires careful planning and research. Here’s how I’ve approached it:

  1. Screen for Reliable Dividend Payers:

    • I look for companies with a strong history of paying and increasing dividends (e.g., Dividend Aristocrats).

    • Checking payout ratios helps ensure sustainability; ratios above 60% may indicate risk unless the company operates in a stable industry like utilities.

  2. Diversify by Sector and Geography:

    • Avoid over-concentration in a single industry.

    • Include international stocks to reduce reliance on one market.

  3. Leverage Tools and Resources:

    • Platforms like Morningstar and Seeking Alpha have been invaluable for identifying opportunities.

  4. Reinvest Dividends:

    • I use dividend reinvestment plans (DRIPs) to compound returns on stocks that I have confidence in their continued growth and success.  

High-Yield vs. Dividend Growth Stocks

Investors often face the decision between high-yield stocks (offering immediate income) and dividend growth stocks (providing increasing payouts over time). Understanding the trade-offs can help align your portfolio with your financial goals:

  • High-Yield Stocks:

    • Pros: Immediate income and higher payouts.

    • Cons: Often come with higher risk, such as exposure to struggling sectors or volatile markets.  They're also more likely to have to cut dividend payments which will typically cause a dramatic drop in stock price.

  • Dividend Growth Stocks:

    • Pros: Steady increases in payouts, compounding potential, and alignment with long-term growth.

    • Cons: Lower initial yield.

Tax Implications of Dividend Income

Understanding how dividends are taxed can help you optimize your strategy:

  • Qualified Dividends: Taxed at the lower long-term capital gains rate (0%, 15%, or 20%).

  • Non-Qualified Dividends: Taxed as ordinary income at your marginal tax rate.

  • Tax-Advantaged Accounts: Holding dividend stocks in accounts like IRAs or 401(k)s can defer or eliminate tax burdens.  Depending on your tax bracket, and whether your dividends are qualified or not, it's possible there could be no difference in tax exposure on dividend payments between a normal brokerage account and a tax advantaged one.

Common Pitfalls and How to Avoid Them

Dividend investing is not without risks. To succeed, avoid these common mistakes:

  1. Chasing Yield: High yields can signal financial instability or unsustainable payouts.

  2. Ignoring Dividend Cuts: Regularly review your portfolio to identify and address risks.

  3. Overlooking Diversification: Balance income and growth across sectors and asset types.

Recommended Reading for Dividend Investing

Here are three books I’ve found incredibly insightful when it comes to dividend investing and building wealth:

  1. "The Intelligent Investor" by Benjamin Graham

    • A timeless classic that provides the foundational principles of value investing and highlights how dividends contribute to long-term returns.  Some of the numbers may be a bit dated, but the overall information is still applicable today.

  2. "The Ultimate Dividend Playbook" by Josh Peters

    • A practical guide to finding, evaluating, and managing dividend-paying stocks with a focus on income generation.

  3. "Unshakeable" by Tony Robbins

    • While not exclusively about dividends, it’s an excellent resource on building financial security and wealth, emphasizing diversification and long-term strategies.

Conclusion: A Strategy for Stability and Growth

Dividend investing is a proven strategy for generating passive income and building long-term wealth. By sharing my own approach to investing in REITs, financials, utilities, and blue chips, I hope to show how this strategy can work when aligned with your financial goals and risk tolerance. Remember to focus on quality, diversification, and reinvestment to maximize your returns.

Up next in the Mastering Passive Income series, we’ll dive into another creative income stream: Royalties and Intellectual Property. Stay tuned!


Kevin D. May

Kevin May has been dedicated to learning about and building wealth throughout his entire adult life. He has a bachelors in finance with a concentration in investments, and an MBA from the University of Notre Dame with a concentration in corporate finance. He has extensive experience in investing in real estate, equities, and small businesses. With a passion for helping others understand the tools and strategies used by the ultra-wealthy to accumulate and preserve wealth, he offers this blog and its accompanying YouTube videos free of charge to anyone interested in learning. For those ready to take their financial education to the next level, The Vertex of Wealth with Kevin D. May is a members-only online educational platform. It provides a vast, in-depth knowledge base of educational videos and personalized coaching options, available in group or 1-on-1 settings. Learn more at kevindmay.com.

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