Night flying in the mountians in a cessna 150,

We've heard both sides of the issue. That is, we've heard from people who
will fly at night over mountains and those who won't.
I'm just curious to see if this decision has anything at all to do with
where these people live.
For example, NW_PILOT lives in the northwest, and flies over those mountains
all the time.
Someone else mentioned flying over the Appalachains frequently.

I'm wondering if (rightly or not) a pilot's comfort level is increased due
to the frequency with which he/she flies over mountainous terrain.
Is it logical to follow then, that if a pilot is extremely comfortable
making a flight at day, he/she may be comfortable at night as well?

Think of your own common flight path or $100 burger run.

Just how much does frequency play into comfort level?

Adam
N7966L
Beech Super III