Well, first of all have you seen the bike up close and personal? If not, go take a thorough look at it. Inspect the engine block closely for pinhole leaks. Is the bike clean? (I mean even in places that are normally obscured from view). Extreme cleanliness is a sign that it was well taken care of. Ask for any service records/and or receipts. Ask if the bike has had the headlight/ignition relay updated, ask where the bike has been kept and if possible view the area...any oil spots in the sellers garage or driveway where he might have parked it on a regular basis? The Rocket is not for everybody, particularly inexperienced riders. You really need to try it on for size and if possible take it on a test ride. You don't necessarily have to be a "He-Man" to maneuver this bike, but it takes a little bit of skill and will handle far differently from your old 180 cc bike. You might also consider test riding some smaller bikes (but larger than 180 cc) to compare how well you handle the R3. Listen to the engine, any unusual sounds (other than sounding like a sewing machine) both at idle and higher rpms. At lower rpms, the Rocket should have almost no vibration (or in the least, a nearly imperceptible ever so slight tremor). When you open the throttle on the highway, you may notice (and feel) a steady hammering from under the tank, hence one of the R3's nicknames - "The Hammer". There is a lot of good information here on the forum, a lot of these guys have forgot more about Rocket specifics than I'll ever know...but these bikes are very dependable and relatively low maintenance (with the exception perhaps of the need to replace tires fairly frequently *DEPENDS ON YOUR OWN RIDING HABITS*). In the end, go with your gut, I was apprehensive about whether I had made the right choice right up until I placed the cash in the seller's hands, but it was one of the best purchases I have ever made.