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I hear ya... to be honest.. I don't really delete any photos either. For a photo shoot of a client.. I do the following:
1. Download all RAW files with Downloader Pro which renames and auto adds copywrite and other metadata to the photos. The photos get copied to my Photo Drive and placed in a RAW folder with the photo date.
2. Fire up Lightroom and Import the folder. I add add'l metadata here and keywords and might also apply a default develop profile to take the RAW files and touch them up a bit on import.
3. Now.. using LR, I pick blocks of photos and use the compare tools to view all them at once. Sometimes this is just 3 shots.. or sometimes it is 14. Shots that are obviously bad (closed eyes, blurry, extra person in bkg, etc) are color coded Red - these get deleted at a later time. Shots that are close, get the yellow label and shots that are good get green. If I find a shot that is obviously the best at this point, I flag it.
4. Once I'm done with the review process, I then take all the flagged photos and develop them. I choose one in the set and get it near perfect and then sync the settings that apply to others in the set.
5. Once the flagged ones are done, I move on to the green ones and review again, weeding out obvious duplicates and ones that might not be as sharp, etc. These are changed from green to red. I then develop the green ones using the settings from the flagged ones.
6. If I feel I still need more photos for the client, I'll move on to the yellow ones and repeat step 5. If not, then I'll just take the flagged and green ones and create a flash based LR web gallery for my clients to review on my website.
7. Now, I'll take the red ones and delete them completely from the system.
8. I then go back and tweak the flagged, green and yellow photos metadata and add specifics to them that might be needed (add'l keywords per photo or special notes, etc).
9. I then save the metadata and create sidecar files with this info. I also take these photos and create a sub-collection in my clients collection.
10. Depending on the photo shoot, I might then burn the photos to DVD.
11. My System is setup to auto-backup any new items on my photos HD every day - I just check it every so often to ensure this is happening.
12. Once this is complete, I format the memory cards in my camera and I'm ready for another shoot.
13. Once a month, I pull out an external HD I keep in my firesafe and take a complete backup of my Photo Drive.. this then gets put back into the firesafe. Also, every few months, I wipe the daily backup EHD and do another initial backup.
Good Luck!!
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