Jordan Dechtman | May 25, 2025
For those preparing for retirement with substantial assets, the question isn’t as simple as how much to save; it’s how to create dependable income that can last. A well-structured strategy built around multiple retirement income sources could make the difference between uncertainty and better financial security.
This article will explore seven dependable income streams often utilized by high-net-worth retirees. We’ll also address a few of the most common questions, such as: What is the largest source of retirement income? What percentage of retirees have 2 million dollars? And, what kind of income defines a “wealthy” retirement?
Despite current popular belief, even wealthy retirees often claim Social Security. While it may not be a primary income source, it is still meaningful. In fact, for many Americans, Social Security is the largest source of retirement income, though that dynamic shifts with higher net-worth households.
If feasible, augmenting benefits by delaying until age 70 is a common approach to boosting lifetime payouts. Still, for affluent households, Social Security typically serves as a foundational layer, not the core of their income strategy.
Dividend income for retirement offers an appealing combination of growth and cash flow. By investing in firmly set companies with consistent dividend payouts, retirees can generate steady income without drawing down the principal.
This approach can be particularly effective when paired with a tax-aware withdrawal plan. While dividends can fluctuate depending on market conditions, working with trusted advisors can further help to align dividend-paying portfolios with broader retirement goals.
Rental income in retirement provides predictable cash flow and potential appreciation. Residential and commercial real estate, including leasing property, can diversify retirement income sources while keeping assets as tangible investments.
Real estate ownership, however, comes with responsibilities such as property maintenance and tenant management. Some retirees offset these burdens by working with property managers or investing in real estate funds that provide similar benefits with less involvement.
Creating passive income for retirement means building cash flow streams that require minimal active involvement. In addition to dividends and rental income, other examples include:
Wealthy retirees often build these income sources over years or even decades. The appeal is clear: passive income can provide more stability and flexibility and assist retirees in participating in market gains while managing downside risk.
One of the pillars of wealthy retirement income strategies is the investment portfolio. It’s far more than asset growth; it’s about how and when to draw from these investments in a way that supports a lifetime cash flow and how to minimize taxes.
This is where retirement tax planning becomes crucial. Strategic withdrawal sequences, Roth conversions, and tax-aware rebalancing can turn a portfolio into a more consistent and tax-efficient income stream. To avoid complications, consider working with retirement tax planning advisors who deeply understand the nuances of asset location and long-term withdrawal planning.
Many affluent retirees continue to receive income from business ventures, consulting engagements, or professional roles on a part-time basis. For some, this income is a way to stay mentally engaged; for others, it’s an intentional part of a broader strategy.
Unlike passive income, these streams may require more time and attention. Yet, when appropriately structured, they can offer flexibility and purpose while continuing to contribute to cash flow in retirement.
There is frequent debate about annuities vs. investment strategies. While annuities may not suit everyone, they can serve a consequential role in a diversified retirement income approach.
Certain annuities provide predictable payments for life, regardless of market conditions. This can help cover essential expenses and reduce the burden on investment accounts during market downturns.
It’s important to note that annuities come in many different forms, and not all of them are equal. Wealthy retirees should evaluate products carefully, focusing on transparency, fees, and alignment with their long-term goals.
There’s no universal threshold for a “wealthy” retirement income. However, many financial professionals consider an annual retirement revenue of $150,000 or more as a benchmark for affluent households. This amount supports lifestyle continuity, healthcare flexibility, and legacy planning.
While specific data varies, surveys indicate that only a small percentage—estimated to be at around 5% to 10% of retirees hold $2 million or more in investable assets. These individuals are typically advantageously positioned to take advantage of a broader range of retirement income strategies, including those that emphasize tax efficiency and wealth transfer.
A great source of retirement income can’t be a cookie-cutter financial strategy because our lives aren’t. A great strategy is based on your lifestyle, goals, and economic structure. That said, in general, a combination approach is often the most effective.
Blending investment income, annuities, rental income, and Social Security can help manage longevity risk to adapt to market shits.
Working with professionals that have your best interests in mind and understand how to integrate these income streams is the key to building your retirement strategy that supports your unique lifestyle and needs across decades.
At Dechtman Wealth Management, we take pride in helping individuals and families understand retirement with better clarity. Our family-owned, fiduciary oath approach emphasizes trust, personal attention, and a comprehensive outlook, including retirement tax planning and income structuring.
Are you evaluating annuity vs. investment options or exploring new passive income for retirement opportunities? Our professionals are here to assist in making informed decisions. Schedule your complimentary assessment today and discover how you can structure your income for the retirement you envision, knowing you have a financial advisor working for you at your side.
Dechtman Wealth Management is a group comprised of investment professionals registered with Hightower Advisors, LLC, an SEC registered investment adviser. Some investment professionals may also be registered with Hightower Securities, LLC (member FINRA and SIPC). Advisory services are offered through Hightower Advisors, LLC. Securities are offered through Hightower Securities, LLC.
This is not an offer to buy or sell securities, nor should anything contained herein be construed as a recommendation or advice of any kind. Consult with an appropriately credentialed professional before making any financial, investment, tax or legal decision. No investment process is free of risk, and there is no guarantee that any investment process or investment opportunities will be profitable or suitable for all investors. Past performance is neither indicative nor a guarantee of future results. You cannot invest directly in an index.
These materials were created for informational purposes only; the opinions and positions stated are those of the author(s) and are not necessarily the official opinion or position of Hightower Advisors, LLC or its affiliates (“Hightower”). Any examples used are for illustrative purposes only and based on generic assumptions. All data or other information referenced is from sources believed to be reliable but not independently verified. Information provided is as of the date referenced and is subject to change without notice. Hightower assumes no liability for any action made or taken in reliance on or relating in any way to this information. Hightower makes no representations or warranties, express or implied, as to the accuracy or completeness of the information, for statements or errors or omissions, or results obtained from the use of this information. References to any person, organization, or the inclusion of external hyperlinks does not constitute endorsement (or guarantee of accuracy or safety) by Hightower of any such person, organization or linked website or the information, products or services contained therein.
Click here for definitions of and disclosures specific to commonly used terms.
Form Client Relationship Summary ("Form CRS") is a brief summary of the brokerage and advisor services we offer.
HTA Client Relationship Summary
HTS Client Relationship Summary
Securities offered through Hightower Securities, LLC, Member FINRA/SIPC, Hightower Advisors, LLC is a SEC registered investment adviser. brokercheck.finra.org