Sorry, did not mean to sound so flippant. Honestly though if you come to the Analog Photography Users Group and ask if you should go digital do not be surprised (MEME: If you ask about digital on this forum.....you're gonna have a bad time). Only you can really answer that question. You got a line-up of some the very best glass in existence. If you are not satisfied you can ask yourself if digital will make it better, or will you ever be satisfied? You're over-thinking it I believe, and perhaps just need to go and study photographers you admire, shoot more, and get better. After 33 years of photography and many cameras (film and digital) I've discovered in the last year or two that an old Leica IIIa and a classic Nikon F2 give me more joy and the best photographs I've taken in a long time. Go figure...