After my first scenario playing as Tony, I've learned something important about this card:

The resources aren't relevant; the actions are.

To put it more plainly, this asset works best if it gives you six (or more) free fight actions over the course of a scenario. In a vacuum we generally equate a resource as being worth an action, which would imply that you want to place as many bounties as possible on one enemy to convert one fight action into several resource actions. However, when an enemy is engaged with you (or even just at your location), a fight action is worth a lot more than a resource action, so the ability to place bounties is more important than placing more than one bounty.

In conclusion, I recommend putting as few bounties on enemies as possible. You're using this for free fight actions, not free resource actions.