Jordan Dechtman | June 19, 2025
Summary: We outline seven key strategies that serve as guideposts to a successful retirement, from income planning and lifestyle choices to tax planning and health preparedness. We also go over the helpful retirement rules like the $1k-a-month rule, the 3 Cs, and the importance of diversified income.
Main points:
Retirement is both a milestone and an opportunity for a new chapter in your life. The age at which you should begin planning your retirement may be years away, or you may have already transitioned out of your career. Either way, grasping the foundations to a successful retirement now can help you feel more confident about what lies ahead.
From smart strategies to thoughtful planning, our insights provide guidance and a starting point, helping you gain clarity for your future.
One of the most significant foundational principles to a stress-free retirement is learning precisely what you need to maintain your lifestyle—and that can begin by understanding the $1,000-a-month rule.
This rule’s approach suggests saving $240,000 for every $1,000 of monthly income you’d like to have in retirement. For example, if you want an extra $3,000 a month, you will aim for $720,000 in retirement savings.
While this isn’t perfect for everyone—as it’s more of a one-size-fits-all formula, it does give you a baseline to begin the conversation. Knowing your “enough” number, you are already better equipped to start looking for smart investments for retirement that align with your goals.
The three Cs are Clarity, Confidence, and Control. These are often vital keys to planning a happy retirement.
Having an advisor who can help you maintain these three C’s can be an essential step, as a reputable advisor will tailor their plan to.
The golden rule is simple yet powerful: spend less than you earn, even in retirement.
Many retirees focus on building wealth during their working years but often overlook the importance of protecting and stretching those resources. Thoughtful budgeting, along with smart investments for retirement, can help you keep more of what you’ve earned and avoid unnecessary risk.
Another excellent principle worth knowing is the “Rule of Three.” This rule states: Have at least three income streams. This can include Social Security, a pension, income from an advisor-managed account, or even part-time work.
Diverse income sources can offer more stability. It’s a way to manage downside risk while continuing to participate in potential market gains. It can also be a solid foundation for a worry-free retirement.
One of the lesser-discussed and possibly often-overlooked strategies to a successful retirement is considering the role your health plays. Medical costs can significantly impact retirement spending. Incorporating healthcare expenses into your planning is not only wise, but it should also be necessary.
In addition, retirement for many goes far beyond money. What will you do with your time? How will you stay connected? Where will you go, and how will you get there?
The keys to a happy retirement often lie in purpose and social connections just as much as portfolio balances.
An attentive retirement tax planning approach can also guide you in managing how much of your savings you’ll actually keep. The timing and order of withdrawal, Roth conversions, and required minimum distributions (RMDs) all play a part.
While Dechtman Wealth Management does not offer tax services, our retirement tax planning advisors can help you create a strategy tailored to your unique goals, keeping you informed and in control of your long-term financials.
No matter how prepared you feel or how carefully you plan, retirement is not the end but the beginning of a journey. Monitoring and adjusting your strategy as your life changes is another crucial key to a stress-free retirement.
Life is unpredictable, but your approach to retirement should not be. With regular check-ins and support from a fiduciary team, you can get professional advice to navigate challenges and opportunities alike.
Retirement success looks different for every individual and should be built on more than simple numbers. Preparing with intention, managing risk without limiting opportunity, and maintaining flexibility as life evolves are all vital factors that influence how to retire comfortably.
By following these seven strategies to a successful retirement, from understanding your income needs to making smart investments for retirement, you can take tangible steps toward a future better grounded in financial security and purpose.
If you are curious about exploring how these principles apply to your unique situation, schedule a complimentary assessment with Dechtman Wealth Management today. Our team is dedicated to always acting in your best interests.
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.
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