"We Should Have Done This Years Ago": A Retiree Story About Finally Completing an Estate Plan
Client Stories

"We Should Have Done This Years Ago": A Retiree Story About Finally Completing an Estate Plan

Jed Monsen
December 24, 2025
6 min read

I am retired, and my wife and I had talked about estate planning for years.

We always had a reason to delay it: "We are too busy." "We will do it next month." "We do not even know where to start." "It is so stinking expensive."

Eventually, we realized we had organized almost everything for retirement except one major piece: what happens if one of us gets sick or passes away.

What held us back:

It was not that we did not care. We cared a lot. But two things kept us stuck.

First, there was cost anxiety. We assumed estate planning would be expensive, and honestly we wanted to spend our money on grandkids, golf, movies, and travel instead.

Second, the questions felt heavy: - Who should make decisions if we cannot? - How should assets be distributed? - Are our beneficiary choices actually coordinated?

Those are emotional conversations, especially in retirement when the stakes feel personal.

What made it manageable:

We completed the process through Estate Guru on a live video call.

The Gurus did not rush us. They explained each question in plain language and helped us work through decisions together.

For the first time, we did not feel lost in legal terminology.

Jed was on the call for financial coordination so our estate decisions lined up with our retirement income strategy.

How we felt after finishing:

Relieved.

That is the best word for it.

I told my wife, "We should have done this years ago."

Now we know we have documents in place, we know what they mean, and we know our kids are not left guessing.

If you are retired and have delayed estate planning, I understand why. But with the right guidance, it can be much easier than you think.

*Client details adjusted for privacy. This is educational information and not legal advice.*

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"We Should Have Done This Years Ago": A Retiree Story About Finally Completing an Estate Plan | The Annuity Caddie