About Amber Gillespie

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So far Amber Gillespie has created 61 blog entries.

Medicare Planning: Avoiding Costly Enrollment Mistakes

Your Medicare enrollment window opens three months before the month you turn 65. By Matt D'Amico, CFP®, ChFC®   Medicare has penalties that never go away. If you sign up late for Medicare Part B without qualifying coverage, you will pay a 10% premium penalty for every full 12-month period you were eligible [...]

Insurance in Retirement: What Coverage Do You Really Need?

You probably own a stack of insurance policies purchased one at a time over the last 30 years. The problem? Most of that coverage was bought for a version of your life that no longer exists. In our new article, we explain how to audit your filing cabinet, eliminate paid policies you no longer need, and fix the hidden coverage gaps that actually threaten your retirement.

2026-10-07T04:14:58+00:00October 7th, 2026|Retirement Planning|

Is your retirement plan ready for the second half of the year?

Summer has a way of making us want to hit the financial pause button. We plan vacations, loosen our schedules, and push important money tasks to the back burner. The problem? Fall arrives fast, bringing a massive pile of open enrollment windows, tax deadlines, and year-end decisions all at once.

2026-09-03T00:27:00+00:00August 5th, 2026|Featured Articles|

A Summer Retirement Planning Reset for Your Goals

You started the year with good intentions for your retirement plan. But between market swings, unexpected expenses, and life’s day-to-day demands, it's easy to lose sight of whether you're still on track. A midyear financial reset can help you reconnect your money with your goals and make thoughtful adjustments before year-end.

2026-06-29T19:56:39+00:00June 29th, 2026|Retirement Planning|
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