So far, the vast majority of the respondents use their monitors on the floor in front of them.
The frequency content of sound that reaches your eardrums changes depending on the direction the sound is coming from. This is caused by the Head Related Transfer Function ("HRTF"), which is due to the acoustic effects of head, upper torso, and pinnae. If you match two sounds while listening to both sources in front of you and then move one of the sources to a position behind you, the frequency content of the sounds will no longer match. This effect is completely independent of local acoustics; it occurs in a completely anechoic environment.
While certain components of the HRTF are highly individual, others are common across most people. They have been extensively studied, measured, and archived. This implies that there's a possibility of altering the spectral content of the sound you hear from your wedge so that it matches what you'd hear if the same sound were coming from behind you on the floor.
I've altered some of my IRs - which were chosen to match the target speaker while I'm facing both the guitar cab and the monitor - to account for the response difference that would be caused by placing the monitor behind me on the floor, as is commonly the case with amps. The differences aren't huge, but the comparison is interesting. This could turn out to be a useful tool. I'll update as I learn more.