I have a buddy who has had a few Ducati's sport bikes. I rode a 900 SS when he had that and my biggest gripe was the dry clutch - at least for the street it wasn't for me. Otherwise I loved it. He's never has had much trouble with them afaik but the aftermarket is expensive, and I have to say they are a thing of beauty from a design & build perspective. He has a 1198 now, but I never even asked to ride that as I already know the answer. If I ever got back into bikes it'd be something a bit more comfortable for longer trips, but in Wisconsin it's gonna be parked for a good portion of the year - been there done that (along with snowmobiles).
I say if you can reasonably swing it, go for it. Gotta have at least one hobby that you spend lots of money on simply because you enjoy it, and living in Cali you can ride pretty much year round.