Jay Thompson

Minimalist illustration of a weekly retirement planner on a desk beside a coffee mug and plant, with recurring activities like walking, volunteering, gym visits, and lunch with friends, set against a calm lakeside background.

Lifestyle

How to Structure Your Time in Retirement

May 24, 2026 No Comments

Minimalist retirement health illustration featuring a tabletop flip chart summarizing retirement wellness factors beside a coffee mug and notebook, with a peaceful lakeside walking path and bench in the background.

Lifestyle

Does Retirement Affect Your Health? What the Research Says

May 18, 2026 No Comments

Minimalist retirement illustration featuring a tabletop planner about part-time work in retirement beside a coffee mug and notebook, overlooking a peaceful lakeside walking path and bench.

Lifestyle

Should You Work Part-Time in Retirement?

May 11, 2026 1 Comment

Lifestyle

The Social Life Reset: Rebuilding Your Network After Work

May 4, 2026 No Comments

Lifestyle

The Emotional Side of Retirement Nobody Warns You About

April 30, 2026 2 Comments

Two paths diverging in different directions. Should you hire a financial advisor or self-manage?

Income

Should you hire a financial advisor or self-manage assets?

April 22, 2026 No Comments

Income

RMDs Decoded. Dealing with Required Minimum Distributions

April 6, 2026 4 Comments

Graphic highlighting three important reasons for Roth Conversions: 1) Pay taxes now, save later 2) Reduce RMDs & Medicare costs 2) Maximize tax-free income in retirement

Income

The Roth Conversion Playbook for Retirement

March 24, 2026 No Comments

Image titled "Choosing a Medicare Supplement (MNedigap) plan"

Medicare

How to Choose the Right Medicare Supplement Plan

March 14, 2026 2 Comments

Lifestyle

The Hidden Side of Retirement: Boredom, Identity, and Marriage

March 1, 2026 2 Comments

Healthcare

Healthcare Before 65: The Gap Years Nobody Plans For

February 22, 2026 No Comments

Taxes

Why Your Tax Rate in Retirement Might Be Higher Than You Think

February 17, 2026 No Comments

Medicare

Medicare Advantage vs. Supplement: What Changes at 75?

February 12, 2026 No Comments

Income

The Retirement Paycheck: How to Turn Assets into Monthly Income

February 4, 2026 No Comments

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