If you want to ride to work on dress down Fridays get the Jackpot. If you want to ride to work every day get the XR and throw your fancy clothes in the bags.
The decision is more about comfort than anything because both bikes handle and perform well. If you are going to do any traveling get the XR; the bags are already on, the windshield will decrease your bug/rock intake and it rides much better than the Jackpot.
Retired USAF, IYAAYAS!
2008 V-Star 1100 Custom Bobber project
2011 Crimson XR with Forged Highway Bars / Hard Bags / Passenger Backrest, Ness parts including Smooth Layback Plate Frame/Mount / Rad 3 Mirror / deep cut grips / drivers floorboards /shifter peg / brake peg / passenger pegs. Witchdoctor black rack, Lloydz filter / timing wheel / VFC III, 7Jurock windshield, Drag Specialties seat.