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Load New Version of File, Re-Enter File Info - Does not show up in view?

Load New Version of File, Re-Enter File Info - Does not show up in view?

Load New Version of File, Re-Enter File Info - Does not show up in view?

I have a document library that has check out and versioning enabled.
When you check out a file to upload a new version, it wipes the custom field info for the document....which is another issue I am running down.

The MAJOR issue is after you re-enter the custom field information and go to standard OR datasheet view the fields are blank.

Kicker....if you go to the Edit Properties for the file they are populated.

Please help, cannot wrap my head around what is happening???

Thanks so much!~

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