For my wife’s 1300 DVDs, it took me 3 years (it’s not an automated process, so obviously this wasn’t 3 years of 100% uptime).
The hardest part for me has been dealing with DRM. Some movies will have their scenes scrambled 1000 ways, and then the DRM is just knowing which playlist is the right one. MakeMKV usually handles this, but sometimes it gets it wrong. so I have some scrambled movies that Ive never gone back to re-rip. It’s VERY frustrating when it doesn’t work, but very simple when it does.
Overall, still worth it for independence to me though. When The Office/Friends/etc got yanked from Netflix, but I still had physical copies and jellyfin, I felt REAL vindicated.