Since DVDFab Platinum has been updated hundreds of times, is it possible that a new update may not work on some older movies, say several years old?
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Yeah, it's possible, but it would suggest serious incompetence to me if it happened.
I highly recommend DVDshrink for encoding to DVD5 anyway. It's done very well, unlike dvdfab. I happily let its trial period lapse but I still use their decrypter (the free part).
Haven't ripped to DVD5 for a while now myself. I rip to DVD9 with dvdfab hd decrypter and then encode to h.264 with handbrake or vidcoder. But my procedure was dvdfab decrypter, then dvdshrink in 2 pass (which they call deep analysis), them imgburn. If it's a long video, maybe the softening filter. The filters in dvdshrink are great.