An update and a wrap-up. From the responses on this thread, it would appear that there are still two Mac desktop birding apps that are popular with birders here --
BirdJournal and
Scythebill. Scythebill is free and open source, developed by an enthusiast for over a decade. I love the Flickr import process! BirdJournal is a paid app developed by a family business. The basics are free, but the 'cool' features require an annual subscription of $40 (graphs, maps, reports, etc.). I'm interested mainly in the map display of observations using photos.
I was probably a bit harsh in my original assessment of interface. I gave Adam some (hopefully) constructive criticism of my experience w/ Scythebill.
@toby provided some good info on some of the inner workings of BirdJournal which helped.
At this point my workflow choices look like this:
1. Organize photos, upload to Flickr, import to Scythebill, add info, export to eBird. OR...
2. Create listings in BirdJournal manually, import photos per observation, export to eBird.
Both of these workflows feel like they have a lot of friction points. I guess I could always start w/ Scythebill then switch to BirdJournal later? Or just use both. Not sure. It still feels like the things I want out of birding software are either not present or are scattered among apps and sites. Am I being unrealistic in wanting modern UI/UX in an ancient hobby?
(related note - I often feel the same way about genealogy...)