OK, sounds like you want something with some personality, that doesn't need to be a scalpel in the twisties, and doesn't need to be a hooligan/wheelie bike. So no sport-touring, no hypermotards. You've really got a lot less options in what you're looking for if you exclude Euro bikes.
No cruisers so a bobber is pretty much out.
Cafe's are handsome but clipons suck for us older types.
How about a Scrambler type bike (again, prob have to go Euro).
MT-01 checks the box's for being out of your norm, and it has a uniqueness and definitely some personality. They're not easy to sell though so really try to get a test ride on it if the seller will allow it.
Or go to GP Bike and test ride a Monster 1200 because that's still my recommendation and a good used low-mile one could be in your budget
No cruisers so a bobber is pretty much out.
Cafe's are handsome but clipons suck for us older types.
How about a Scrambler type bike (again, prob have to go Euro).
MT-01 checks the box's for being out of your norm, and it has a uniqueness and definitely some personality. They're not easy to sell though so really try to get a test ride on it if the seller will allow it.
Or go to GP Bike and test ride a Monster 1200 because that's still my recommendation and a good used low-mile one could be in your budget