I understand position is important when playing in a tourney with players who understand poker but in low level MTT's does it really matter? you can be first aggressor in some instances and that is all you need.

For example a tight unimaginative (at least that is your perception of him) player raises 3xBB (stacks are 20+xBB) and you call with suited connectors (8-9diamonds for arguments sake). Flop comes 2,5, J. Check to bettor who makes continuation bet of 2/3 blinds. How often would you reshove here?

I go with 50% (higher or lower?)