I've been there with a chaotic photo collection spanning devices and years, and the key is a straightforward system that's easy to maintain. Start by consolidating everything into one place, like an external hard drive or cloud storage, but first export from iOS Photos and Google Photos to avoid duplicates. Create a main folder called Photos, then subfolders by year, like 2023, and inside each year, make monthly folders such as 2023-01 for January. For photos that span multiple days or events, add subfolders inside the month named with the date and a brief description, for example, 2023-01-15 Family Trip.
For naming individual files, use a consistent format like YYYY-MM-DD_description, which keeps them sorted chronologically when you view the folder. Tools like Adobe Bridge or even free ones like ExifTool can batch rename based on metadata, pulling the date from when the photo was taken. If a photo lacks metadata, manually add it or note the uncertainty in the filename, say 2023-approx Beach Day. This setup has held up for me over five years without needing a total overhaul, and it scales well as you add new photos each month. Just set a reminder to sort the latest batch every few weeks, and you'll stay on top of it.
