I did it in a few weeks. I basically swapped discs while playing games, before going to work, before bed, etc. It was tedious, but I got them all.

Now when I buy one, I'll rip it first before watching.

I think downloading movies you already own is legal, though I could be misremembering.

Fun fact, in some countries like mine, downloading is completely legal, it's the uploading back or seeding that's illegal.