Harry Bennett was Henry Ford's right hand man, or as they say in Modern Times his 'yes man'. It's no secret that Bennett carried guns and he was a crack shot, even to the extent he could shoot the eraser off a pencil and in one case shot a cigar out of Michigan boxing commissioner Tom Bigger's mouth.
So what did he carry? He carried many types of guns, and was reported to have a Tommy Gun under the seat of his Franklin. As far as concealed carry pieces, he favored the .38 & .32 revolvers.
This surviving example posted at Sam Lisker's Colt Autos shows a Colt .32 and remnants of gold plating. Quite possibly this was a gift from Henry Ford, as Henry Ford gave Harry Bennett a few guns over the years.