I'm sure it will eventually. Air cooled motors will always overheat eventually.
That said, I haven't heard of a Victory overheating, and around here we had record heat this summer (several days of 105 area temps).
Have owned - 2001 Suzuki Volusia
Current bike - 2005 Kawasaki Z750S
MMI Graduation date January 9th, 2009. Factory Certifications in Suzuki and Yamaha