When I was 50, which is a long time ago now, I wrote my Will. What I left out of it was my computer files because I didn't have a computer then. When I did, it still didn't occur to me for quite awhile how to deal with them. Over the years I left README files here and there and I was religious about computer backups but one day I had a feeling I was missing something.
On my computer, two-thirds of my 550 GB and 99% of my effort are family history files so they were mostly what caught my attention. I had done years of work, gleefully spreading out this way and that and lost track of where it was all going.
You may think you know your way around your computer files, and you might be right. But does anyone else?
I'm not going through the whole thing about regular backups; any combination of cloud services and external hard-drives, multiple copies, staggered by date. You've heard it all before. And certainly from me, ad nauseam over many years. Just do it.
I do want to mention one other thing. If you don't have a plan for your family history work, chances are it's not going to survive. In your whole household of belongings for someone else to deal with, how do you think your measly hard-drive is going to rank?
The older you get the more pressing this feels but don't wait to get old to feel pressed.
Make your wishes known.
This is what I suggest. It doesn't matter if you're at the beginning of your journey, in the middle or at the end. It doesn't matter if you're confused and totally overwhelmed by files and photos and naming conventions and all those sticks in the forest. Your level of disarray doesn't matter. Take one day to do this and then you can go back to the other stuff.
Make a folder called ARCHIVES. This is going to contain everything you want passed on when you're gone. Then go through all your files and move those items, files or entire folders, into it. This will take you miles toward having a plan. Don't destroy any useful folder structure you already have. That is not the point of this.
Go through everything. It will take you as long as it takes you to make your decisions. It's as simple as it can possibly be. Either you want to leave a file to someone, or you don't.
I don't use the Music, Pictures or Videos folders on my desktop. It just spreads files around for no good reason.
This is my setup under Documents.
Under my ARCHIVES:
I'm not suggesting you replicate these folders. I'm just showing you mine as an example. This is a stable structure but it doesn't mean it's the end of my road. I keep doing whatever I do, backing up daily and weekly as I go.
The other thing you need to decide is who you're giving it to. Make a list with their names and contact information. Not all the files under my ARCHIVES are going to everyone. This is specified in a note to my executor.
I've gone an extra mile in setting up a backup drive for each person on my list. There's only five. If you want to be nice to your executor you can also do this. These are backed up weekly to catch any changes. Syncback can help you micro-manage your backups.
I don't keep files in the Cloud but it's the same process, just a URL instead of a drive. Have them sent when you're gone or do it now.
Do something else. Go around your house with a clipboard and take note of books, binders, file-boxes, papers, etc. that are part of your family history and make a list. Decide where you want it to go. Leave this with instructions for your executor. Anything you can do to facilitate the process of getting your wishes complied with, do it.
There's other things I could heap on your shoulders, like scanning every piece of genealogical paper you've got, giving it to historical societies and uploading it to online trees but this is not the place for it. If you can get as far as making an ARCHIVES folder and deciding on somewhere to send it, anyone who loves the gift will have a place to work from.