I tried, IWB at 3:30-4 one winter. Detroit Holsters 8-Mile IWB.
As it turns out, I don't have enough ass because the X300 / Holster hits the seat first, pulling up on the belt. As the holster I was using was a clip, several times it would unclip - likely solvable with a one-piece or snap attachment, but I abandoned carrying the X300 in-favor of the XC1/XC1B.
I'm sure I could do it if I wanted to, especially if the days work involved me on my feet a large majority of the time. But sitting / driving it would be a PITA for me.
I have a Crossbreed Supertuck style holster that I use that is molded for a Compact Glock with an X300. I use it anytime I carry with a light and it works just as well as any other Crossbreed style holster.
God bless the Motor Life Boat and the men & women that run them!