Top Definition
Climbing Mount Improbable is best described in the Hymn to Evolution by C.S. Lewis:

Lead us, Evolution, lead us

Up the future's endless stair:

Chop us, change us, prod us, weed us.

For stagnation is despair:

Groping, guessing, yet progressing,

Lead us nobody knows where.

Wrong or justice in the present,

Joy or sorrow, what are they

While there's always jam to-morrow,

While we tread the onward way?

Never knowing where we're going,

We can never go astray.
Never knowing where we're going, we can never go astray pretty much sums up the whole concept of Climbing Mount Improbable.
by annelisefrench September 21, 2010

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