I would say you should do the fall away setting to just be sure. Chances are that the steering head bearings are just fine and don't need replacement. According to the 08 touring manual the steering head bearings should be adjusted every 20,000 miles and disassembled, inspected & lubed every 50,000. If you grease the steering head regularly then the bearings should be good and you may only have to make an adjustment. My 08 has over 50,000miles and I am guilty of not adjusting the steering head at all and I have no issues, I do grease the steering head bearings 2 times a year.
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08 FLTR candy red sunglo,with 2015 103 HO, V&H Dresser Duals with Monster Rounds, Power Vision tuner, Willy Shiny Wheels and Forks and a bunch of other stuff.