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Am I Ready to Retire in 2026?

Phil’s Tax Hacks · May 28, 2026

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

📉 Market fears vs retirement reality

🧮 Why “run the math” matters

🏌️ Retiring to something meaningful

🩺 Healthcare gaps before Medicare

💰 Pension timing and vesting decisions

Today’s Hack

We’re doing something a little different today. Three listeners wrote in with variations of the same question- am I ready to retire in 2026? Same question, three very different situations, three very different answers.

From market anxiety and healthcare costs to loss of identity and pension timing, Phil explains how to separate emotional concerns from financial reality and why running the math is the key to making a confident decision.

Go Inside the Episode:

0:00 – Intro

1:14 – Question 1

7:26 – Question 2

12:19 – Question 3

16:49 – Final Thoughts

If you have any questions about what we discussed in this episode, reach out and we’ll be happy to set up a time to talk.

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