Maximize compatibility problem

I've been using LR 2.5 and now 2.6 for a while now and am finally prompted to post. From time to time, I have problems importing files. If it's a PSD file, then typically I get the old chestnut about saving with maximize compatibility turned on. Which is something I always do, because the LR installation notes told me to do it.  I also have problems importing the occasional JPEG, maybe no more than 1 in a 100.  I can barely import TIFF files at all -
more than 50% of the time LR just gives me the familiar gray rectangle and the warning mark. Keep in mind that these TIFF files aren't fancy - they're just boring old 16-bit RBG or sometimes 16-bit grayscale straight from my scanner. I would estimate that I can't import about 80% of my PSD files (I have CS2) in spite of having "maximize compatibility" turned on.  I've tried tried re-saving the PDF file. Doesn't work.  I've tried adding a layer, then saving. No joy.  I've tried SHIFT-CTRL-ALT-e to create a whole new rolled-up layer. No way.  On larger files PS even confirms that it's saving a full resolution composite. Do you think it makes any difference to LR?  No on your life.
I've put up with this for some time, and now I'd like to know if this is normal.  I've almost given up trying to import PSD files, and that doesn't seem right at all.  The problems seem to occur more on larger files (say, 100MB+) than on smaller, but that may be my imagination.  I've most recently had the problem on a 16-bit greyscale PSD file on which I've made some extensive changes and re-saved (compat mode is ALWAYS on). LR keeps rejecting it. I've just now resorted to creating a 16-bit greyscale, single-layer file in PS (all of 1.5MB) and LR STILL won't import it!  Bridge thinks it's fine. Bridge thinks they're all fine.
This is really getting me down.  How on earth do photographers with large legacy collections of PS files (i.e. every last one of us) survive? Pity help people with TIFF files, I feel sorry for them.  Perhaps it's just some fragility with my system?  I'd love to know.
Thanks for any hints or tips.  I must be missing something obvious.
Regards,
-darryl

Ed,
There may be a CS2 vs. CS4 difference which is just confusing things.
If you look back my original posting in this thread, you'll see that I had problems importing TIFF files as well.  Those problems were fixed by removing my Lightroom preferences file. Since then, importing TIFFs has been fine.
I don't know what "com.apple.Photoshop.plist" is - I'm guessing it's where Photoshop stores preferences on a Mac?  I am currently using a Windoze laptop, but am planning to get a Mac, so will soon be educated in the finer things of life!
Regading Photoshop "asking" or not: what I notice is that if I use Photoshop standalone, then it does indeed ask.  If I start Photoshop from Lightroom, then it doesn't ask.  Some magic must be happening behind the scenes because even from the very beginning, starting Photoshop from Lightroom on an existing image always worked fine (I would have had Maximize Compatibility set to Always in those days).  My problems were always with importing pre-existing PSD files which were saved with Maximize Compatibilty set to Never.
I'm glad you managed to make some progress, though.  The more I use Lightroom, the more I wonder how I ever survived without it.
Regards,
-darryl

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