I have a 06 Bob with V&H Big Radious, S/Eagle air cleaner & a PC111, that's it. Runs great but seems a little slow. Would dyno tuning increase my horsepower?

 

only a little. not sure if you would notice much difference.... you'd be paying somewhere in the range of $75/$100 per 1hp increase... rough guess.
The bike would be happier though, and you might notice more "seat of the pants" performance Vs the numbers on paper. It would have a better air/fuel mixture

 

I would do it. Even if it's for peace of mind. By the wayit helped my 05 carbed fxd after installing a K&N SEII slips and larger jet.

flynlow