I’m a big fan of the single entry approach to work. That’s why I embrace apps such as Address Book and iCal. For my digital images, iPhoto 5 is my database. Everything goes there first. I annotate the images in the comments field, and apply the working name in the title field.
Thanks to some excellent plug-ins, apps, and services, this is working great for me. I use Automator to prepare and upload pictures to my flickr page, .Mac for my album pages for clients, and BetterHTML Export for building custom album pages and authoring photo CDs.
I have a new favorite plug-in called Photon. This open source software is a plug-in for iPhoto that enables me to post a photo as a weblog entry to a Moveable Type site (also TypePad, Blojsom, and WordPress). It’s a free download.
Once you install Photon, you access it via Share > Export in iPhoto 5, then click on the Weblog tab. You have to configure the plug-in so it uploads the images to the proper location on your MT site. After doing so, you just click the Export button and the image goes straight from iPhoto to your site — resized and including title and caption. Photon also works with iPhoto 4.
Thanks to Photon, and software like it, I’m able to keep all of my photos, and comments about them, in one place (iPhoto), then serve them up just about anywhere I want.