jgsugden
Legend
In most games, the answer to how this works is going to be answered by the DM, not the message board.
The Shield Master Ruling comes out of the following tweet: . That tweet is specific to BONUS ACTIONS triggering off an action.
The rules and rulings are silent to how this works for a free action triggering off an action. It is up to the DM to rule, as they may decide the Tweet referenced above applies just as much to free actions as bonus actions, or they might decide it is different and rule it the other way.
At my table: You need to make the bonus attack after any attacks that were part of your attack action. Thus, a Battlemaster 11, Gloom Stalker 3 would have the following order of attacks if they action surged on the first turn of combat:
Attack 1
Attack 2
Attack 3
Gloom Stalker Free Attack
Action Surge
Attack 1B
Attack 2B
Attack 3B
Gloom Stalker Free Attack B
If they were hasted, the hasted attack could be inserted after either Gloom Stalker Attack (or first), and if they were to weapon fighting they could do the TWF attack anytime after the first Gloom Stalker Free Attack (including disrupting the second action's attacks).
The Shield Master Ruling comes out of the following tweet: . That tweet is specific to BONUS ACTIONS triggering off an action.
The rules and rulings are silent to how this works for a free action triggering off an action. It is up to the DM to rule, as they may decide the Tweet referenced above applies just as much to free actions as bonus actions, or they might decide it is different and rule it the other way.
At my table: You need to make the bonus attack after any attacks that were part of your attack action. Thus, a Battlemaster 11, Gloom Stalker 3 would have the following order of attacks if they action surged on the first turn of combat:
Attack 1
Attack 2
Attack 3
Gloom Stalker Free Attack
Action Surge
Attack 1B
Attack 2B
Attack 3B
Gloom Stalker Free Attack B
If they were hasted, the hasted attack could be inserted after either Gloom Stalker Attack (or first), and if they were to weapon fighting they could do the TWF attack anytime after the first Gloom Stalker Free Attack (including disrupting the second action's attacks).