A
worker gets assignments that affect other lemmings (e.g., terrain adder/remover, blocker). This is more general than what the question requires.
A
waypaver/
trailblazer is a worker who prepares a sizable chunk of the route. This comes closest to the question.
A
hero gets many assignments and tours around different areas of the level. This feels slightly too specific for the question.
Judging by everybody's answers, the question would have been magnificent for Family Feud.
-- Simon