Dime After Dime · Episode 23

Retirement Relocation: Taxes, Cost of Living and Financial Planning When Moving States

Oct 29, 2026 · 31 min · Hosted by Anthony Stich with guest Aaron Simpson

Show Notes

Moving to a new state can be about more than a change in lifestyle. For retirees, pre-retirees, and remote workers, where you live may also have meaningful implications for taxes, spending, and long-term financial planning.

In this episode of Dime After Dime, Tony Stich speaks with Aaron Simpson about the financial considerations that can come with relocating to a new state. They discuss how state income taxes, property costs, insurance, healthcare, and everyday living expenses can shape the true cost of a move, and why it's important to look at the full financial picture before deciding.

Tony and Aaron also explore how changes in annual spending may affect portfolio longevity in retirement, along with considerations around housing, maintaining multiple homes, travel accessibility, and lifestyle. The conversation also addresses the importance of establishing domicile properly and reviewing estate planning documents, voter registration, and other financial and personal ties when relocating.

The episode highlights why relocation decisions should consider both financial and personal priorities and how planning ahead can help individuals evaluate whether a move aligns with their long-term goals.

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