I have another question that has myself and my group scratching our brain containers with curiosity.

If a card states +1 critical, as is the case with the two success's line on Orion's Gambol's reckless side, do you automatically convert one wound to a critical or does a critical have to be generated before this is applied effectively producing two critical's? Any knowledge that someone could impart on a seeker would be much appreciated.

You automatically convert one wound to a critical.

From the FAQ:
A result of +1 critical damage means “one additional wound among those inflicted becomes a critical wound” and is cumulative with any other critical effects. An effect that states “inflicts critical damage” is mechanically identical to an effect that stats “+1 critical damage.”