[Katigre]

I think that it makes sense to organize it by years and then have subfolders for seasons/months. Generally, I try to keep it to 150 or fewer photos per folder (b/c that is easy to scan to find what I'm looking for).

For years when I had babies (and was taking a lot of month-by-month photos) that means each month had a separate folder (ex. 2010 - January, 2010 - February, 2010 - March, etc...)

When the kids were toddlers and I didn't have quite so many photos, then I started doing it every 2 months (ex. 2012 - Jan-Feb, 2012 - March-April, etc...)

Then when they were kids I switched to quarterly (ex. 2015 - Jan-March, 2015 - Spring (April-May), 2015 - Summer (June-August), 2015 - Fall (Start of School-Halloween), 2015 - Holiday (Nov Dec)

I have my photos stored externally on the cloud, and even when I have to check a few different folders the organization works pretty well because I can narrow it down to year, and then scan through visually to see what folder it's in.