Nope, only once at the start of each of his skirmishes.
I can’t find the exact spot in the rulebook where this is mentioned, but I did find this:
The Rulebook wrote:
...
Then you complete any "at the start of each turn" (or "at the start of each of your turns") actions. Each of these actions may be performed only once per turn.
This same logic is carried on to all ’at the start of...’ actions.