I am currently running a Fighter 5 with the Battle Master subclass. Later, I plan to multi class 3 levels into rogue, possibly taking the Assassin subclass for the free crit on surprise.
The Combat Superiority trait from the Battle Master states:
When you choose this archetype at 3rd level, you learn maneuvers that are fueled by special dice called superiority dice. You learn three maneuvers of your choice. Many maneuvers enhance an attack in some way. You can only use one maneuver per attack.
(emphasis mine)
The Ambush Maneuver states:
When you make a Dexterity (Stealth) check or an initiative roll, you can expend one superiority die and add the die to the roll, provided you aren’t incapacitated.
As per RAW, would I be able to use this maneuver more than once on the same initiative roll, as it doesn’t require an attack? I am confused if this was even developer intent, as this just seems blatantly overkill to use more than once, except for the purpose of complimenting the Rogue’s Assassin subclass.
(I am aware that this maneuver only allows one superiority die to be expended- is this the cap for the entire roll, or am I allowed to the take the maneuver again? It seems odd that the PHB would specify one maneuver per attack when all maneuvers are capped at one die anyways.)