No idea what dealer and you would feel is afir price. But you do have some leverage points in your favor negotating a price.
1. - tiller is an older year model, so he may be willing to move it at lower markup.
2. - it is "off season" time of year to sell tillers
3. - since Bobcat is getting out of the tractor business, the tractor attachment business will go away as well. If this dealer is not going to take on another tractor line his tractor attachment business is severely decline when Bobcat tractor inventory is gone.
Get his price, then make counter offer that you are comfortable with based on the above. Parts & warranty won't be a problem so long as the Italian company is still in business.