The Five People You Meet Before Retirement
How Money Works3 Jul 2025

The Five People You Meet Before Retirement

In the book The Five People You Meet in Heaven, each person the main character meets help him understand his life in a new way. Today, Craig and Jennifer talk about the five people you should meet before retirement, people who can guide your next chapter and help you retire with confidence, and purpose. After all, retirement isn't just about money, it's about strategy, mindset, and having the right people in your corner.

Craig and Jennifer reveal the essential allies you'll want by your side before you retire, people who can help you avoid costly missteps, protect what you've built, and design a future that fits your life. You'll also meet the "bonus sixth person," a relationship that may just bring the most lasting fulfillment of all. If you're looking to retire on your terms, don't miss this insightful episode.

Here's some of what we discuss in this episode:

🧭 Why you may want a retirement income specialist

📜 Estate planning mistakes you definitely want to avoid

📋 How insurance planning prevents retirement surprises

💸 Differences between tax planning and tax preparation

🏋️‍♂️ The role a fitness instructor plays in retirement vitality

Contact Maestro Wealth:

Web: https://maestrowealth.com/

Email: info@maestrowealth.com

Phone: 336-448-1086

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Episoder(141)

Is DIY Financial Planning Costing You?

Is DIY Financial Planning Costing You?

Doing it yourself feels empowering, until the margin for error disappears. Craig and Jennifer look at why many people stick with a DIY financial approach longer than they should, and how retirement qu...

5 Feb 25min

Navigating Financial Changes in 2026: Retirement, Taxes & Medicare

Navigating Financial Changes in 2026: Retirement, Taxes & Medicare

Craig and Jennifer dive into the key financial updates for 2026 and how they can affect your retirement. They discuss Social Security COLAs, Medicare premium increases, new tax deductions for seniors,...

15 Jan 24min

Retirement Sabotage: The Mistakes That Add Up

Retirement Sabotage: The Mistakes That Add Up

Most retirement mistakes don't happen all at once; they happen quietly and over time. In this episode, Craig and Jennifer walk through the most common ways people unknowingly sabotage their retirement...

31 Des 202526min

Taking Out the Financial Trash in Your Retirement Plan

Taking Out the Financial Trash in Your Retirement Plan

As retirement gets closer, the small financial issues you've ignored can start to pile up fast. In this episode, Craig walks through the most common "financial trash" people carry into retirement, and...

18 Des 202526min

Safeguard Your Legacy: Avoiding Common Errors in Estate Planning

Safeguard Your Legacy: Avoiding Common Errors in Estate Planning

It's easy to avoid thinking about the realities of aging and the challenges it can bring. But, overlooking the true costs of healthcare and assistance can leave even the best financial plans vulnerabl...

4 Des 202525min

How Money Works: Planning, Fables, and Real-Life Finance

How Money Works: Planning, Fables, and Real-Life Finance

The stories we believe about money often shape our choices more than the numbers do. In this episode, Craig and Jennifer explores these "financial fables," using real-life situations to reveal how hid...

20 Nov 202523min

You Made It to Retirement… Now Don't Screw It Up!

You Made It to Retirement… Now Don't Screw It Up!

You've worked for decades, saved diligently, and finally reached retirement, now comes the hard part: not screwing it up. Craig and Jennifer share the most common post-retirement mistakes people make ...

6 Nov 202520min

The Retirement Road Trip: Don't Drive Without a Plan

The Retirement Road Trip: Don't Drive Without a Plan

Most people will spend hours planning a vacation: researching routes, mapping stops, and budgeting for the trip. But when it comes to retirement, many people set off without a roadmap. Today we'll use...

16 Okt 202525min

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