IMac will not boot with external monitor connected

Hi everyone,
I have a mid 2010, 27" iMAC.  If I connect an external monitor to the Mac (using display port), everything works as it should. If I try to reboot or do a cold boot while the external monitor is connected the system boots to a white screen and no further.  Sometimes I get 2 spinning colored wheels, but nothing more.  If I let it sit at the white screen long enough the screen saver kicks in and everything goes black, move the mouse or hit a key and the white screens come back.
I've tried a few things (that I've found on-line) but I'm an old PC user (25+ years) so I'm not used to or know all the tricks or what I really should be trying.
I just upgraded to Mountain Lion thinking maybe that would help, but no change.
Any help would greatly be appreciated.

Sorry about my lack of details, I am using the Apple brand of display port to DVI adapter, a DVI cable that is plugged into an ACER 26" monitor (not sure of the model nuimber right now as I am at work).  This monitor and DVI cable worked fine during reboots/shutdowns, etc while connect to 2 different Intel based PC's that I have that also run dual monitors.  As I mentioned I've done PC work for many moons and would know how to check for drivers, etc, but now in the Apple environment I am lacking these same skills. So I've done all the standard stuff, switching known good cables etc, but I am unsure of how to uninstall drivers and those type of tasks if need be.  I know it could be a monitor problem, but that same monitor works fine while connected to the PC's that I have.

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    and tired hard to forget.
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    themacprofessor

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