It seems the .356 TSW was created as a rule beater cartridge back in the day. IIRC, IPSC or whoever decided trying to make major with 9X19MM was dangerous because it exceeded SAAMI pressure limits, so it was disallowed in sanctioned competition. The .356 TSW with it's longer case was a different cartridge without a SAAMI pressure limits and was therefore allowed. An interesting work around to comply with the rules. The Winchester 9X23 cases could be shortened, but they get so much thicker internally toward the base, I think there might be issues with seating some bullets without bulging the case. Shortened Starline 9X23 Comp brass might be worthy of consideration.
I did some work with Col. Cooper's Super 9 cartridge back in the '80s, but since then, my "nutty ballsy" 9MMs have been more pedestrian,i.e., 38 Super, Super Comp, 38TJ and 9X23 Winchester.