There are lots of what if's..but this one...
I don't think we would be in a better position. He seems to be an arrogant, cocky B. We would probably have him throwing his bit in, as well as Lilly and Kenny.
I don't think he would have had much to do with Clem, he wouldn't have given her the time. He doesn't seem like the kind of person who,if they came across stickers would take them back to her.
If the bandits tried threatening him, he would have probably taken a gun to handle it, and rather than having a bit of a talking period with the bandits, they would have charged the motel in kill mode.