I never thought I would say this, but I would open with Outpost in this set. Opening Outpost is usually terrible; this is typically because it will generate a lot of hands with just 2 or 3 $, at the cost of a little buying power in your main turn. Here the Outpost turn will allow you to pick up a bunch of Pawns faster than typical, or a Peddler. The duration cards allow like Caravan/Outpost lower Peddler cost on both turns, which is quite useful. An Outpost opening enables you to get Peddlers faster than any other card on this set (Caravan may be close).
I picture this game as being a rush for the Peddlers. After that a Bishop will be quite helpful to get a lot of points of Bishop/Peddler. An early Bishop gives you and your opponent early trashing, so its only benefit is the VPs you get from it. In this game those early VPs will not be important. I think an opponent getting an early Bishop just ensures that you win the Peddler race big.
I could be wrong, opening Outpost does make me cringe.
