Your Retirement Isn’t About Savings. It’s About Income.

Our free Retirement Income Fitness quiz shows how strong, balanced, and reliable your income is when work stops, markets shift, and life happens.


In just 3 minutes, you’ll see where your income is strong and where a little training could make a big difference.

retirement income fitness score

Guessing is Cheap, But Guessing Wrong Can Be Expensive - African Proverb

Worried about running out of money in retirement? Many families feel unprepared to deal with inflation, market changes, and economic downturns. 

Will you need to put your dreams on hold? Families stress over financial uncertainty, missed growth opportunities, and fear of sacrificing their retirement lifestyle.

Predictable retirement income is not an easy accomplishment. Build confidence in your financial journey with our proven Wealthy Retirement System. 

Why It Works?

Our Five-Part Wealthy Retirement System is built to guide you through every key decision in retirement. From income to taxes to legacy. Each part helps you avoid costly mistakes and retire with wisdom, not worry.
  • 1. Wise Financial Guidance. We help you make smart, value-based decisions with your money. Instead of reacting to headlines or hype, you get a plan rooted in what matters most to you and your lifestyle.
  • 2. Prosperity Healthcare Blueprint. We walk you through Medicare, long-term care, and out-of-pocket risks. So rising healthcare costs don’t wreck your retirement. You’ll feel prepared, not surprised.
  • 3. Flexible Investment Income Formula. You get a step-by-step strategy to turn your savings into a steady, sustainable income. We show you how to adjust for inflation, manage market ups and downs, and keep your plan on track.
  • 4. Purposeful Lifestyle Transition. Retirement isn’t just about money, it’s about how you want to live. We help you define what your next chapter looks like and align your finances to support it.
  • 5. Tax-Smart Strategy & Legacy Design. We build a custom tax strategy to help you keep more of your income, avoid IRMAA surprises, and pass on your wealth wisely, without leaving your family stuck in probate.

Real Retirement Stories. Real Retirement Results.

Retirement Shouldn’t Be a Mystery

How To Get Started. Your Next Step Is Simple:

Schedule Your Free Retirement Readiness Call

Meet one-on-one with Dre to talk through your biggest concerns and see if our Wealthy Retirement System is right for you.

Complete Your Wisdom Profile

Answer a few key questions to help us understand your goals, lifestyle needs, and financial picture.

Review Your Personalized Retirement Plan

We’ll walk through your custom strategy together. Designed to give you clarity, confidence, and peace of mind.

Welcome To The Family!

Most families worry about retirement, so we created the Wealthy Retirement System, so your Retirement Can Have More Wisdom and Less Worry.

Our Promise To You

Our "Clarity Builds Trust" guarantee transforms financial anxiety into confidence by empowering you to build a lifelong income. This income offers peace of mind, ensuring the protection of your loved ones while granting the freedom to live life on your terms.

Retirement isn’t just about saving more. It’s about making wise decisions in times of uncertainty. I help people 5–10 years from retirement turn what they’ve built into multiple income streams, smarter tax choices, and confidence they won’t outlive their money.

Copyright 2025 Obsidian Wisdom, LLC is a Registered Investment Adviser in the state of Florida

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