Kyle,
There's only a couple items on my list of key ingredients for a good golf course and one of them is what are the holes like when I want to play very conservatively.
I typically play just a bit aggressive. I know my limitations pretty well, but I also like to try the more difficult shots. Whether it's medal or match play I'm usually thinking about a birdie from the tee but not by hitting high risk shots, more by looking for slight openings.
In Medal Play, it makes not one bit of difference to me if my opponent (hitting first from the tee) hits it somewhere that bogey is the best they can hope for...in Match Play, I can't ignore that because by my nature I am already thinking of taking on some degree of risk in an attempt to make a birdie (which I definitely don't need now).
Great courses make it difficult for me to make a conservative Par, with Bogey as the max I'll take and lesser courses do not have that dynamic.
Oh, and once again, conditioning is a major component of this...