Nitrous HP vs hassle
And I know some guys will argue but if you want little hassle go with a dry system like you said. Not as much jetting hassle and the bottle pressure doesn't play a big a role in the tuning like in a wet kit. You can shoot plenty big amounts on a good dry system as long as your injectors/fuel system are up to the task.
As stated before up to 150 is fairly maintenance free...start going above that and you will need to stay on top of fuel octane, spark plugs, etc....its worth the extra wrench turning but it all comes down to how much the end user is willing to put into it.
Its just like asking about "street-ability"
As far as your questions about when it becomes a pain in the ***...you have to understand that I wouldn't want it to discourage you or others from taking the necessary precautions regardless of the size shot. But once you start to approach the 200 mark you really need to start to understand what your motor is doing and what it likes vs. dislikes. With that obviously comes the increased demand for time spent with the motor. Anything over a 200 shot, I always recommend a direct port as well. If you have any questions at all, please feel free to ask. Thanks.
Nick

