DiscoverYour Retirement Elevated Podcast with Scott DouganHow to Tell If You’re Actually Ready to Retire (3 Questions to Find Out)
How to Tell If You’re Actually Ready to Retire (3 Questions to Find Out)

How to Tell If You’re Actually Ready to Retire (3 Questions to Find Out)

Update: 2025-08-28
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💼 Want expert help in planning for your financial future?


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Retirement is one of the biggest financial decisions you’ll  ever make, but how do you know if you’re really ready? While there are countless details that matter, Scott is boiling it down to make it simple. In this episode, he covers the three key questions you need to ask yourself to find out if you’re ready to hang it up without looking back. Can you confidently answer these three questions? If so, you might be ready to retire.


Here’s what we cover in this episode:


💰 How to get honest with how much you really spend


🏦 Turning your portfolio into a reliable paycheck


🚐 Structuring your go-go, slow-go, and no-go years


⚠️ The three tripwires: taxes, healthcare, and market surprises


📉 Sequence of returns risk and “reverse dollar cost averaging”


 


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📰 Read our latest articles on Kiplinger:


https://www.kiplinger.com/author/scott-m-dougan-rfc-investment-adviser 


 


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How to Tell If You’re Actually Ready to Retire (3 Questions to Find Out)

How to Tell If You’re Actually Ready to Retire (3 Questions to Find Out)

Scott Dougan