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The 5 Must-Do’s In Year One of Retirement

Phil’s Tax Hacks · September 18, 2025

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

💵 Establish a withdrawal strategy

🧭 Pursue purpose so retirement feels meaningful, not empty

🏃‍♂️ Prioritize health and movement while you can

🎯 Test-drive financial and lifestyle choices to see if they’re a good fit

📆 Use year one to set habits that last

Today’s Hack

Well, you’re retired. Now what? Some people subscribe to the “first year rule,” which says that the majority of your best retirement months will take place in the first year. How can you be strategic during that time and set the tone both emotionally and financially? In this episode, Phil walks through five essential steps for making your first year of retirement a success.

Phil explains that your first year of retirement isn’t just about the numbers, it’s about finding your rhythm. You’re learning to manage a new paycheck cadence, shaping a withdrawal strategy, redefining purpose beyond money, and making health a priority. Taken together, these steps build the momentum that will carry you forward. Be intentional now, and you’ll create a retirement that’s both financially sustainable and deeply fulfilling.

0:00 – Intro & Family Updates

1:18 – Learn how to adjust financially

3:04 – Establish a sustainable income plan or withdrawal strategy

6:35 – Pursue a purpose

9:36 – Take stock of your health

11:36 – Test drive your long-term plans

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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