• You can add a person from iChat into your address book, but the avatar doesn’t get copied over into as the user picture. As a matter of fact, I can find no way to drag or copy/paste the image over from iChat to Mail.app outside of using “Grabber” to copy the entire window. Actually, copy/paste works, but you have to leave the iChat Get Info page’s image editor open, hit copy, and then paste the image into Address Book. I think it should just automatically do this if an iChat avatar exists.
• Why doesn’t iChat support other protocols than AIM?
• Why doesn’t iSync work with my Verizon RAZR? (I’ve tried all the “seem” edits to the RAZR’s firmware already).
• If I copy from a Terminal and paste into TextMate or Mail.app, sometimes, the newlines are lost.
• My MBP sometimes sporadically shuts down when the battery is low (without running on reserve). I can turn it back on after hitting the power button or clicking the mouse button a couple of times. My Powerbook running the same version of OS X does not do this.
• OS X doesn’t use ls –color by default. Red Hat has had this since like 1997. I had to compile a new version of ls from Fink to get this to work.
• Keyboard shortcuts are inconsistent. <Command>-R is “Refresh” in Safari, “Rotate” in Preview, and “Reply” in Mail.app. On Windows, <F5> is “Refresh” everywhere. Window navigation is also quite strange. In Terminal.app and Firefox, you can do a <Command>-1,2,3,4,.. to access each of your sub-windows, but none of the other apps support this. Fortunately, <Command>-<`> seems to cycle through all of the windows in most apps (except Firefox).
• Digital video is a bigger mess on OS X than it is under MS Windows. You have to pay for Quicktime Pro if you want to view a full screen video file (or use VLC which doesn’t integrate with Firefox or Safari). Also, Quicktime doesn’t support esoteric codecs and when it encounters one it doesn’t understand it forwards you to an apple.com help page of little use. Just yesterday, I tried playing an MSNBC video in Firefox, and it didn’t work even though Flip4Mac is installed. Arrrgh.
• Package management is rather broken. Darwinports and Fink work sometimes, but most of my development tool chain had to be manually compiled using instructions for Hivelogic and others
• Preview.app doesn’t resize PDFs when resizing a window. It defaults to a pretty much unreadable Zoom-level
• The only Flickr Uploadr fucntion comes from the ConnectedFlow FlickrExport iPhoto plugin and costs 20 USD
• Holding down <Shift> and using arrows to select is counter-intuitive. If you do a <Shift>-<Down>,<Shift>-<Down>, then <Shift>-<Up> selects the two files below and one file above. To my mind, it makes more sense for <Shift>-<Up> to unselect the last one selected. This interaction paradigm is supported by Microsoft Windows and Gnome. Perhaps, my mind can’t adjust to the Mac-way of doing things
• I don’t love Finder or Spotlight. Microsoft Windows Explorer with the Google Desktop Search seemed to do the job a lot better on Windows XP.
• Why don’t they have a docking station yet? That’s one thing that I really miss about my Thinkpad.
• Changing icons is fairly unintuitive. You have to “Get Info” on a Desktop icon, and then drag a new icon over to the image within the Get Info page. Very strange considering that there’s no breadcrumb that indicates that this is even possible from that interface.

UPDATE: I just pressed the button on the MBP’s battery and noticed that it gives you a five LED indication of its own charge level! That makes up for all of these troubles.