I use a combination of Dropbox and a nifty piece of software called Hazel on macOS. The general workflow is that Dropbox automatically uploads photos from my p

I use a combination of Dropbox and a nifty piece of software called Hazel on macOS. The general workflow is that Dropbox automatically uploads photos from my phone and from my husband's phone to a "Camera Uploads" folder. My husband's photos are brought over to my Dropbox via a shared folder. Hazel watches the Camera Uploads folder and renames and then sorts photos into a directory structure of "YYYY > YYYY-MM." Each photo is names YYYYMMDDHHMMSS.EXT. It is incredibly easy for me to find any photo I am looking for. I am not locked into any software or file structure. I use Lyn.app or GraphicsConverter.app or even Finder.app to browse the photos. There are a couple of iOS apps that look into your dropbox directory and make albums out of folders. So far, the biggest weakness of this setup is pictures that are not taken by me and the co-mingling of those images with personal photos. I need to be better about reviewing the monthly folder at the end of the month and placing those where they belong. Examples of the things that are in this category are photos of sports players/games/events, screenshots, memes, wallpapers, etc. I do have a separate but similar workflow for screenshots of video games, so that is not an issue. I also had really poor backup habits when I was younger (yay for multiple copies of everything and just adding a random number to it) and have a huge chunk of photos that are all improperly dated for December 2013. This means that I have to spend a lot of time de-duping. I use DuplicateDetective.app to help with this, but photos are one area where I will not do that automatically. Sadly, I am missing a couple month chunk right around when my dog was adopted, but overall, my pictures from late high-school forward have survived pretty well. Once I have the old stuff mostly organized, this will self-maintain in the future. I do not know the size of my photo library.