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Both the Monster and the streetfighter are built to have passengers, so 330lbs shouldn´t be a problem. But to get the bike to handle as good as it can, you are definatly going to need to talk to a dealer or a suspension tech to get stronger springs put on her. Once that is done, your probably going to be amazed on how well it WILL handle with your dad on it! 
Dan Kyle might be able to help you out (check the vendors section) on the suspension bit.
I´d opt for the Monster rather then the Streetfighter. Mostly since the rear of that bike is slightly lower then the Streetfighter, which might be better if your dad is going on 330. The Multistrada or a used ST2/3/4/4s might be the best bike for the larger built Ducatisti. Mostly because they have a wider seat and an upright seating angle that works well for around town.
Hope it helps!
//amullo
Dan Kyle might be able to help you out (check the vendors section) on the suspension bit.
I´d opt for the Monster rather then the Streetfighter. Mostly since the rear of that bike is slightly lower then the Streetfighter, which might be better if your dad is going on 330. The Multistrada or a used ST2/3/4/4s might be the best bike for the larger built Ducatisti. Mostly because they have a wider seat and an upright seating angle that works well for around town.
Hope it helps!
//amullo