Time Machine filled up my external drive after about 10 months of use. Its nice to know you can go all that way back but I needed some space for my other files.
I found a way to delete old backups but I had to do it one at a time. Not very magical is it?
My solution was to just start dumping my other files on the drive. So when Time Machine started backing up since it didn’t have enough space it just starting deleting old backups automatically!