Does Gregor's special rules apply if he's added as a Wandering Monster.

[MELIKETOSMASH]

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I have a question again about Gregor. Here is the scenario: I am at level 8 fighting a level 2 wino and I wandering monster gregor level 6 in for the win. I have one ghost minion at +2 with an overall (including the ghost) totaling 20. The player to my right has a level of 9 and the item bonus of the person to the left is 14. When I added gregor, another player adds a +10 to gregor. The other player adds a plus 5 to each.

Since I was fighting the level 2 wino first, does the Gregor rule (player to the rights level & items bonus of the player to the left) apply to both the wino & gregor? How does it work if the one of the items in play for the player to my left is the splatbook which automatically kills gregor? Do I count my 20 for the wino and 16 for gregor totaling 36 or is it 16 to fight both?