remember that a 1/4 wave antenna has a characteristic impedance of 36 ohms, and will read about a 1.4 to 1.6 SWR when working correctly.
a 102" whip should never be trimmed. attempting to get the SWR down to the 1.1 level will only result in you fooling your meter and taking the antenna out of resonance.
the fact that it raises to 2+ with the amp on most likely means that you have out of band harmonics being created either by the amp, or by the radio and being amplified by the amp.
if you have a low pass filter, you can put it after the amp and see if that improves things.
if it does, your amp is putting out harmonics along with the fundamental signal.
LC