Also have issues booting up my mbp with multiple displays attached. Usually have to unplug or replug them about 1 in 3 bootups because it's decided to use the wrong resolution or not use one of the monitors.

Also whoever's decision it was that if you drop the right 10px at the left edge of the screen, it should only show those 10px and not overlap onto the neighbouring screen by default obviously does not use double monitors.

I find that mac tends to do the best in terms of connecting/disconnecting external monitors. If only Apple would bless a decent dock design.