I don't envy you. I literally spent moths getting my stuff out of iPhoto and starting over in LR. I did all chronologically and I used Adobe Bridge to get it done. My photos are organized by decade, year, month and some some months are broken down into events.
Adobe Bridge saved the day. I had multiple Bridge windows open to see and move the images around. Using Bridge, I could see into the folders and isolate just the images all in a single "location". I used show files in subfolders, then you can select just jpgs to hide the folders... make sense?
I wasn't able to keep any keywords or adjustments. However, with my organization, keywords aren't critical.
Thanks for taking the time to respond. I appreciate your experience AND the sympathy! I feel like I'm missing something though. Why not use iPhotos export tool to export all of my photos in one massive export to a folder? In my situation, my only album really is the entire photo library, so it would be one export and I would get my edited photos plus the keywords. In your situation it would have been exporting the contents of each album. To my small mind, that seems easier, but I have the sinking feeling that I'm missing something important.
I think it's because I already had everything organized the way I wanted it and I didn't want to lose the organization. I moved everything over so it was organized as I moved, instead of organizing later. I had lots of scans and stuff with the wrong dates.
I'm currently trying to do the same thing as Radishrog. I was on an older version of iPhoto (08) and Snow Leopard and wanted to trial Lightroom before I potentially buy it. I exported my 18500 photos from the iPhoto package to 240 named folders on an external drive. To do that I used the export function in iPhoto, selecting 'Current' (to get the latest, edited versions of my photos) + the highest JPG quality + 'Title' (if my iPhoto copy had a title) or 'Use album' (if the photos didn't already have a title) which gives the exported file a new name based on the Album name but in sequential order. I also ensured that 'Keywords' were selected in the Export dialog box.
I then had to upgrade MacOs to El Capitan (my iMac won't take Sierra but El Capitan should be ok) and obtain the trial versions of Lightroom and Photoshop. So far, its mostly going well. I've imported a few of the photos from the external drive and they seem to be the edited versions. They also have the filenames I exported them with and I'be been able to do a few basic edits in Lightroom.
One problem I have is that I can't seem to find the keywords that were associated with some of the photos in iPhoto now that I've imported them into LR. As mentioned, I checked the Keyword option when I exported from iPhoto. My trial copies run out in a few days so I'm hoping to resolve this before then.
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Hi Melissa - when I import my photos (previously exported from iPhoto 08 using the Export tool as described above), where would my keywords show up in LR? In the keyword area on the right side of the screen? I'm seeing nothing there for photos that definitely had keywords in iPhoto
I have failed miserably with keywords, so I can't help you. Maybe they didn't save to the file from iphoto. I manage my images by decade, year, month, event. I know, I have an OK memory. Not ideal, but keywords are not my friends...