Brilliant metaphor for thinking of your career using an analogy of hill climbing by Chris Dixon. Please read his actual post.
It is particularly useful in thinking of changing career tracks. Roughly, there is a pull in continuing to climb your current hill, but if you are looking for the higher hill to climb, you need to stop climbing the current one. Continuing to climb the wrong hill is a waste of time.
Another application is the benefits of introducing randomness into your situation. By wandering around a little, you may land at the base of a higher hill that is more worthy of climbing. This is why putting yourself into situations where randomness can play out is important. Otherwise you might never stumble on that higher hill.