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Estate Plan

Guardianship

baldscreen  |  Dec 7, 2025

Have any of you had to do guardianship for a relative with dementia?  I would be interested to hear anything you think we would need to know if this might become necessary for Spouse’s mom. Thanks, friends. Chris.

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Skipping a Generation

Mark Crothers  |  Nov 21, 2025

My father-in-law, while certainly not a wealthy man, holds assets in the mid six-figure range. The subject of inheritance came up during a recent visit to his home in Spain, sparked by a conversation that my wife, Suzie, and I had just finalized updates to our own will due to the sale of my business.
I raised a specific suggestion for his estate planning: given that his three children are all financially secure and truly don’t need the inheritance money,

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Dealing with Financial Affairs for Someone Else…..

stelea99  |  Nov 15, 2025

This is a thought exercise…
Suppose you are the son or daughter of a reasonably tech competent older person. They have asked you to step in to act on their behalf should they be unable to do so on their own. The would name you as primary on their Durable Power of Attorney. You have agreed and are in the process of trying to understand how your parent deals with their finances now.
In your research you have discovered the following information:
1) Your parent uses a variety of tech equipment to deal with finances.

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The Letter

Jerry Pinkard  |  Nov 2, 2025

The Letter of Final Instructions
In many households, one spouse or partner will handle most of the financial and business matters. The other person often has little or no involvement in these matters.  This issue has been exacerbated over the past thirty years as many of these matters are now handled digitally which makes it even more difficult to pick up these duties without good documentation and an up-to-date status of all accounts.
I have done a zoom presentation to North Carolina government retirees numerous times in the past year about The Letter of Final Instructions.

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Untangling finances

Nick Politakis  |  Nov 2, 2025

I read with great interest what happened to a widow whose husband died unexpectedly and she had to deal with the finances. The article which should be available without a subscription is below:
https://www.wsj.com/personal-finance/widow-financial-planning-36ce4608?st=AM25UW&reflink=desktopwebshare_permalink
I wanted to know what do HD readers do to prevent something similar from happening to them. Is there a checklist that you review every so often with your spouse or someone who will handle your finances after you are gone.
I look forward to your wisdom.

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There are two financial related issues I think about a lot- even more so as we age. 

R Quinn  |  Oct 31, 2025

The first is adequately providing for a surviving spouse/partner. While this can be accomplished in different ways depending on circumstances, there is absolutely no excuse for leaving a survivor with financial stress, none.
For our part, Connie has survivor annuities from my pensions, Social Security, life insurance covering two years expenses, her own very small annuity, income from our investments and the portfolio itself.  
Needless to say, the age difference between partners is a factor in any strategy. 

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Valued but not Valuable

Matt Halperin  |  Oct 29, 2025

From time to time, I run across a news story that has the form of an “old master painting hanging for years in a local place, discovered to be a lost work of some great painter, worth millions.”
I have been trying ever so slowly to throw away things I no longer use.  I realize that some stuff may have actual value.  I found the photographer of polar bears playing I bought for my son’s room has become quite distinguished–the last sale was $1475 on eBay.

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Handling Aging Aunt’s Finances

Brian White  |  Oct 26, 2025

Back in 2022 and 2023, I wrote about finding that my then 95-year-old aunt had designated me her financial and medical power of attorney, executor of her estate, and trustee for her living trust, though she had not informed me of this.  My brother and I moved her into a nice assisted living facility near where she had been living, and later I sold the town home where she had lived for 42 years, as well as some property in Florida that my aunt co-owned with me,

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Jonathan’s obit on Legacy.com

William Perry  |  Oct 2, 2025

Jonathan Clements Obituary
Obituary published on Legacy.com by Logan Funeral Home, Inc. – Philadelphia on Sep. 26, 2025.

I thought many of the readers of Humble Dollar would want to google and read the published obit.

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Legacy Decisions: What Should the Sandwich Generation Pass on?

quan nguyen  |  Aug 22, 2025

I don’t have much choice as a baby boomer. My generation has been predicted to usher in the largest intergenerational wealth transfer in the next decade. In the meantime, we carry the honor and burden of taking care of our frail, elderly parents. People call us “the sandwich generation” – and I’d like to think we’ve made the best sandwich ever.
My parents came from a deeply patriarchal culture in which the parents dictated nearly every aspect of their children’s lives –

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Letting Go

Jonathan Clements  |  Jul 25, 2025

Most of us like to be in control. I certainly do. But what about controlling how our heirs use the money we bequeath?
That’s a question I’ve had to face. I’m hoping both of my 30-something children will use my bequest to bolster their long-term financial future, adding the money to their portfolio and perhaps using a portion to buy new homes.
Both have good financial habits, and the money they’ll receive could—if used sensibly—mean they’ll be far wealthier in their 60s than I am.

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Tempus Fugit, Vol II

Rick Connor  |  May 15, 2025

Last month, I wrote about a spate of funerals my wife and I attended.  Since then, I recently found out that a close friend and colleague in his early 60s was diagnosed with a “butterfly glioblastoma,” a rare and aggressive form of brain tumor. It’s a recent diagnosis, and his treatment plan is being finalized. A few friends and I drove an hour and a half to take him out to lunch earlier in the week,

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Gifting Confusion

Mark Ukleja  |  May 15, 2025

I thought the IRS gifting rules were pretty straight forward and I understood them.  Any individual can give $19K (in 2025) to anyone else w neither a gift tax or reporting requirement.  Seems pretty clear.
Then I dug a little deeper online which was maybe a mistake and came up w some issues.
One was the IRS reference to “gift splitting” by spouses where one spouse can use the other spouses gift exemption to gift in excess of the $19K. 

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Deducting Medical Expenses of a Decedent

William Perry  |  Apr 28, 2025

Often when a person dies the surviving spouse or executor receives huge medical bills from the last illness or accident of the decedent. Hopefully most of such final medical expenses are covered by medical insurance but as anyone who has been tasked with dealing with the after death financial matters knows this is a long, complex and time consuming process.
Any medical expenses of the decedent not paid before death are by default liabilities of the decedent’s estate.

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Change trustee on irrevocable trust

Phil Frew  |  Apr 20, 2025

I have an irrevocable trust with my brother as my co-trustee. I would like to replace him with my son. Is there a simple way to do that, or should I contact an attorney?

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