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I've raised this issue before and didn't find a solution; hope maybe somene has an answer now. In Bridge 10.1.1.166, using Windows 10 64 bit, I can start keywording multiple files, but soon, some files won't accept keywords. They almost always do accept them on a second try. The problem is not related to file size or type. I previously purged the cache, reset preferences, and the problem continued. It's a big time waster. The problem is not limited to one computer; it happens on two different computers, one that is new with a fresh installation of Bridge.
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Have not come across that issue on both my windows machines.
Have you checked your resource monitor to see if memeory usage could be causing a issue?
Does closing Bridge and reopening it help at all?
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I have plenty of memory. This has happened on two different laptops. Closing Bridge just repeats the process again; it will accept keywords for awhile, but then stop and start. It seems pretty random, doesn't matter what I've been doing.