How Big of a Leap?

When it’s time to make a big jump, how do you go about it?

Can you make one giant leap, or do you have (or prefer) to go by smallest viable steps?

The answer I keep hearing seems to be that the best strategy is to find a “north star” and then walk toward it at the pace you can manage — and that, as ever, those who want to go far do best when they go in groups.