Why syncing is a ridiculous nightmare

Question

On my Mac Pro I have all my photos in folders. There are appx. 30,000 images in many folders, so appx. 60,000 if you count RAWs (I always shoot RAW+JPEG). I use Adobe Bridge and the Finder to organize my photos into categories. For instance I have "~/Pictures/Cats/Milner Paw Licking", along with appx. 35 other subfolders in "~Pictures/Cats/". I also have "~/Pictures/Airplanes/Hillsoboro Air Show 2010/" in which are subfolders, "/Good/" and "/Blurry/" where I have sorted the wheat from the chaff. Each such subfolder, whether it be nested in "Cats" or "Airplanes", has both the RAW and JPG files, as well as varios TIF and PSD edits.
Now, say I wanna put onto my iPhone only the JPG, TIF, and PSD files, but not the RAW files, from certain subfolders, for example lets just say for the sake of argument: the JPG images in the aformentioned "Milner Paw Licking" and "Good" folders. And whenever I add new images to those folders then I want syncing in iTunes to automatically add the new images to my iPhone.
AND NO; you fools, I do not use the pathetic iPhoto software, for it is garbage that *****; and NO I refuse to pay money for Aperture, since it makes me want to carve my brain out with a rusty spoon, the way it does away with the sensible file/folder architecture I have used to organize my photos, and all my files, on my Macs since FREAKING 1984!
So please tell me, how do I achieve the above task of syncing said subfolders WITH ONLY iTunes and the Finder?
OH WAIT IT'S IMPOSSIBLE. Can someone please shoot me now? 

Answer 1

Graham Outterside wrote:
Why do you NEED 60,000 raw images on your phone ? Not that they are in RAW format of course. Its a phone not a portable computer.
You did not understand my post. In fact you got it backwards. I don't want the RAWs to sync. Only the JPEGs in the folders I select, which contain both RAW and JPG. The problem is you can not do this. Instead, iTunes copies the RAW and the JPG so there are two of every photo on my phone, which is dumb. 
Out of interest purely.
Profanities will get your thread pulled - it impresses no-one and makes people even less sympathetic.
I'm not looking for sympathy and I didn't curse. Though you wouldn't know what word I actually used, since it was censored, but it was not a curse word. Just me being blunt.
If there were two applications, one for music and one for photo's there would be many many more complaints about having to sync twice in effect. The current solution serves the overwhelming majority - even me with 10,000 images on the phone quite happily and without fuss. 
No, you misread me again. I did not suggest two different apps for syncing. I am suggesting one app for playing music, and a different one for syncing music, photos, movies, etc. That is much more sensible than kludging a feature into iTunes (syncing photos) that it was not originally intended for. 
The fact that iTunes is used for syncing is merely an accident of bloatware evolution, stemming from all "iDevices" having the old iPod as a common ancestor. Back in the days of the first iPod, it made perfect sense to sync the device with iTunes, since all it did was play music. Since all "iDevices" share this common ancestor, they inherited its method of syncing. This is because Apple has not bothered to renovate, modernize, or update the syncing paradigm since the original iPod. 
However, now that the iPhone 4 and iPad are mobile computing devices that are more powerful than the Macintosh computers from decades past, it's high time to totally renovate and redo the syncing process. My photo syncing problem is just one example of how broken and incapable the current syncing system is.
Its clear you don't understand the iTunes GUi and thats fair enough as you don't appear to need it. Just as well you don't need it to sync photo's really so I don't see why you have an issue.
Wrong again. I fully understand it, and worse, I do in fact need it. Because right now it's the only option, therefore I need it if I want to sync photos. Sigh, you really don't understand any of what I'm saying.
The software clearly isn;t designed for your pattern of use which is again, fair enough so perhaps you could use something else which gives you more of what you want - like a Droid and Windows if thats what it takes.
You are right that the software is not designed for my pattern of use (syncing photos from my Mac Pro to my iPhone in the way I described in the first post). Also, it is not a constructive approach to tell me to give up on Apple. No, I want Apple to clean up this mess. It's ridiculous. Switching to Windows or Android is not an option for me for many reasons. But I am really tired of Mac people putting up with, and making excuses for, inferior aspects of the Mac platform, like iTunes photo syncing. Why can't you just agree it's garbage and that it would be way better if it were done properly?