The 6 Retirement Questions Smart People Ask
The 6 Retirement Questions Smart People Ask
December 4, 2025

You’ve probably heard the saying, “There’s no such thing as a bad question.” But in retirement planning, the way you frame your question often determines the quality of your answer.

In this episode, we’ll share some common retirement questions, and how a simple reframing might lead to a more useful answer.


Here’s what we discuss in this episode:

💭 A different way to think about long-term care decisions

🧾 Thinking about taxes beyond just “this year”

🧮 Social Security: why maximizing isn’t always the goal

🏠 Deciding whether to pay off mortgage debt

🪣 How bucket planning helps you manage (not avoid) risk

 

0:00 – Intro

1:50 – How much money to retire?

3:50 – Long-term care insurance

5:42 – Saving money on taxes

8:07 – Taking Social Security

12:09 – Mortgage decisions

14:57 – Managing risk

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