No personal experience, money and time have never coincided, so just theory, and I may be teaching my granny to suck eggs, and of course many people will disagree with me.
A turbo gets the energy for free, a supercharger uses horses to make horses, so you will put less mechanical load on the engine with a turbo.
On the other hand a turbo is a Very Hot Thing, and you are passing the inlet air through it. So thermodynamically, you are putting more heat in with a turbo.
The V-Rod seems to me to be stronger mechanically than it is thermodynamically, until you go so far you break the cases.
So for short bursts of power (drag racing, on the track or just ticking people off) I would go turbo (trask) and for sustained high speed (riding like a loony on the road) I would go supercharger (rotrex). You can get more back wheel power out of the turbo for less load on the bottom end with a turbo. On the other hand you are less likely to see temperatures climb to piston melting levels on a long blast with a supercharger.
Myself, I want a Rotrex.
(Edit) Although the Diavel is a game changer for me. With 160BHP out of the box with cruiser style, tuning the nuts off a V-Rod starts to look a bit pointless.