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Hello. I’m drowning in paperwork and would appreciate some guidance on this. I didn’t fully realize how much tackling and keeping and organizing documents are weighing on me. I’m so close to shredding what I consider useless, but have nightmares of not knowing or a provider years later saying something wasn’t paid, proving one of parents took a medication for which there is now a problem and I need to prove they took it — most of these docs stretch almost 10 years — when my caregiving started.


I’ve researched this online, but want to see if any of you have had an exception where you were sooo glad you kept a document. Should I keep…



  1. Medicare summary notices beyond three years

  2. Those monthly prescription drug summaries from their part d programs if no longer enrolled?

  3. Medical bills - if all paid? Those paid on time and those that were in collections?

  4. Related to this - what are the absolute must documents I should have related to their care? Right now I am their durable power of attorney. My eyes tend to glaze over with distinguishing that between a health care POA, living trust, advanced directive, health care proxy... Are some of these the same and it’s just semantics?


Thank you.

I had one of those medium sized college notebooks for Mom that I would start each year. In it I had the phone numbers for each of her doctors, her insurance info and other pertinent info. When we went to a doctor’s appointment I made notes in it, when she was in the hospital I made notes each day in it, when I called an agency or looked into whatever I made notes. This way I always had the updated info with me wherever I was. I was able to look back at previous years when I needed too as well.

The majority of her medical team used MyChart and the Yale system used it well so I was able to access medications (still kept a traveling list) and test results from there. I could even see trends going back years. All of those visit summaries were on there too so I didn’t keep hard copies of those unless I wanted to make sure new info was shared with others in the house. Bills were marked with when and how they were paid and kept 5 years.

When Mom passed her MyChart was immediately shut down which I wasn’t prepared for but in actuality it didn’t really matter because we didn’t need the info anymore. It’s so easy to get drowned in paperwork and overwhelmed by the tasks but as long as you are making time for yourself and with them your priority I found it easier to survive.
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Reply to Lymie61
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You can just take pics of them with your smart phone. They also make apps that turn picture docs into pdfs. I have a pencil scanner, which is nice because I just feed in 1 sheet after another, so I can easily group like documents into a single file.

Maybe borrow a scanner from a neighbor. Make sure they're in a computer folder that gets backed up (or is on its own hard drive). Make sure to name it logically so it's easily searched. I start with the year (eg: "Mom2025MedSums"). Make all names similar (eg: Mom2025MedBill&Recpts). Then shred the paperwork once you've opened the files and know they successfully scanned.
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Reply to Geaton777
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I have been scanning mostly everything into a file on my computer. That way, there are no paper piles or overstuffed folders and boxes. You have access when you need to refer back to anything.
You can take pictures of your paperwork with your phone and save also.
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Reply to Onlychild2024
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Jacquelinezr Feb 27, 2025
Yep, that's exactly what I do as well.
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Recently I had to take over scheduling both of my parents appointments, getting them to their appointments, and being able to communicate with doctors. They are 91 and 92 years old. I am blessed to still have them in my life, well most days I feel blessed.

I am a retired school teacher, so it made sense to keep a lot of anecdotal records. I use a larger monthly calendar to keep track of their numerous appointments along with my own appointments. I have a binder that holds their calendar with an updated list of all of their medications. I have a copy of their POA and Living Will which I store in the binder. At every appointment, I take notes on vitals, questions asked and answered, and any other information discussed. When I get home, I recopy my notes into the computer, so I have a digital record. I keep a running record of every visit as my hard copy. This also gives me a reference to refer to at each and every appointment. I do this for both parents dividing the binder between both.

Recently my father went on hospice, so I no longer have "appointments" for him, but I do keep track of visits from hospice, phone conversations, medications, and discussions with him about wishes and the like. Everything is written in my binder. He now has a DNR and I carry a copy of it as well as hang it on the refridgerator in his house. It is also a time saver when I have to rush out. All I have to do is grab the "binder" and I am good to go.

As far as medical receipts, I have began taking over my father's monthly finances, so I have a basket in the house where I keep all of his monthly bills. Once a month, I pay his bills on line, print out a receipt of payment, and staple it to the bill. I keep paid bills in a separate basket. I file those paid bills in a bank box that I have individual file folders on for each bill. I also keep his checkbook up to date and print out balanced statements from the bank. This way there is an accounting of his money and I can present it to my two siblings if asked. I have all of his past paid federal tax returns and real estate taxes. I have been doing this for 6 months, so I don't know how long I will hold on to old paid bills. I like the advice given about contacting an attorney and getting directions from a legal advisor.

My father has a Ladybird Deed on the house which allows myself and my siblings once my parents are gone, to sell the house and not go through probate. The rest will be handled probably through probate.

I also carry all important numbers in my phone for SS, his pension, funeral home, and the cemetery where they will go. All account numbers are kept in a safe at my house. Years ago my father added me on his checking account, so I can write checks off his account and see into his account. I am also on his safety deposit box.

I hope this helps.
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Reply to Carol10
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I would encourage you to keep any proof of payment for bills that went to collections. This is an unscrupulous industry and I have seen the "debt" sold that was previously paid. Do a search for your state, there are statute of limitations for how many years after the bill became collectable they can come after a person, be sure and see if last transaction extends that time period, even a payment can change those dates, then keep for that time period.

Other stuff, you have been given good advice. I am all for digitizing these documents and getting them electronically when possible.

I had a bankers box full of paperwork from my dad and I only handled it for 1 year. It can become beyond ridiculous. I think Medicare has something against trees :-) They would not do electronic statements, I don't know if that has changed.
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Reply to Isthisrealyreal
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I think I can help with some general info on the differences in legal docs you asked about. This is a big topic, so I agree that consulting an elder law attorney is a good option.

There are two main types of POAs: Financial Power of Attorney and Health Care Power of Attorney. These are usually two separate documents, but it depends on your state.

An Advance Directive usually outlines end-of-life care wishes (DNR, life support, etc.). A Living Will (different from a Living Trust) often contains directions for burial arrangements or organ donation. And a Health Care POA or Medical Proxy will typically designate who can make medical decisions and access medical records on the person’s behalf. These documents and their contents can vary widely between different states.

In some states, like California, an“Advance Health Care Directive” will often roll some/all of these functions into one document by: designating a medical POA, determining access to medical records, specifying end-of-life care wishes, and offering instructions for burial arrangements/organ donations.

A “Living Trust” is typically an estate-planning tool to manage a person’s assets while they’re alive and then distribute them when they pass away. It’s called “living” because the person who formed the trust (often called the “settlor”, “grantor”, or “trustor”) puts property into it while they are alive. Most Living Trusts are “revocable”, meaning the settlor can change or revoke the trust while they are legally competent. When the settlor passes away or becomes incapacitated, a successor trustee steps in to manage the trust—managing trust assets while the settlor is alive (but incapacitated), and distributing assets when they pass away.

Hope that helps provide some clarity--good luck with the organizing!
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Reply to AveryHom
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I recently got rid of most all of the documents related to my parent’s medical stuff and their estate (still an odd term to me as they didn’t have much) I kept only a copy of the will and what the lawyer I hired did to distribute assets. A lot of it had become drudgery to just have around and I couldn’t see a reason for it. As you’re still caregiving, the circumstances are different. But most of the medical stuff never comes back around after it’s paid
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Reply to Daughterof1930
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If you are not understand the limitations and more importantly the DUTIES of the POA for everything financial and medical you DO NEED to go to an elder law attorney and buy an hour of time with your questions for your own state records and etc.
This is paid for out of the elder's funds and is for their own safety.
Meticulous records are crucial.
If you can't do it you should have a Fiduciary hired on to do it.

Do see an attorney to put an end to this quandary. It is dangerous to ask strangers about things that have legal repercussions.
Good luck.
And doconsider buying an hour of time from a Licensed Fiduciary in your area who may explain what and how to save things as well. They are often hired by the court for seniors with no family willing to serve. An attorney (Elder law) can refer you.
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Reply to AlvaDeer
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Medical reports (e.g., colonoscopy) can have value for many years. For example, a parent's colonoscopy report can have relevance on the recommended timing of an adult child's colonoscopy screening. However, a hospital may not keep a report long enough. For example, and this may need an update, I was once told by a Massachusetts hospital that they only kept 6 years. So I keep ALL of my medical reports, visit summaries, etc. regardless of date.
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Reply to danieldaniel
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I was an Administrator for over 30 years. I have 3 file cabinets in my house.

Now since retired, storing paper is my pet peeve! Especially the ridiculous amount that is mailed for Medicare! I wince when I open my mailbox. So much paper and postage is wasted by Medicare providers. A year end summary would be enough.

Back in the day, companies held their files for 7 years, then were destroyed. I have several Flash Drives handy to copy 16GB of files on, the size of a pack of gum. These files need to be maintained on a regular basis. Plus those Flash Drives need to be labeled!

As far as what to keep? Everyone has a different circumstance. I'd only keep copies of what I signed.
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Reply to Dawn88
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KPWCSC Feb 28, 2025
I get most of our Medicare info online. You can go to Medicare.gov and sign up for this service. I really like the suggestion of keeping things you have signed... however much of that is now signed digitally especially admission paperwork required to get service.
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