I use iView Profor cataloging and captioning, etc., for the last 5 years.
The first thing I do after downloading off the camera is put them in the Originals 2005 (now) catalog and caption, keyword and my info on the original and then export that metadata back out to the file. I am in the process of making more "automation" for it by having different saved keyword, category and so forth lists.
Now that the metadata is back in the original, it travels with it when editing. Gotta keep a copy of ANY I thnk I might want to use in a challenge though...to be safe)
For alot of past pics, as in your case, is tougher. You can do a basic sweep of them and choose all the ones that fall into certain categories or events (THIS IS WHAT I HAVE HAD TO DO WITH FAMILY PHOTOS) or people, select them all and then add a group set of keywoords, etc. Over and Over! Not sure if there is any other way to do it, except one by one.
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