For me, the measure of progress is autonomy. People with cars are more advanced than people who only have shoes because people with cars have more choices about where to go and when. People who live in a democracy are more advanced than people who live under rule of a despot because they have more choice about how to live their lives.
If autonomy is the measure of progress, it suggests something about leadership. Peter Block once said that he saw leadership as a collusion between control freaks and the irresponsible. In my mind, genuine leadership shows people a way out - it instructs, inspires, and liberates a person to live life more fully. Great leadership should end at some point - leaving the person more free than when first led, more able to define and pursue a life of one's own choosing.
One of the many problems with most models of leadership is that they institutionalize leadership into a position. I think that leadership ought to be better thought of as a project - like parenting. Get the led to a particular point and then allow them their own lives. Employees, citizens, and believers all ought to reach a point of graduation, like students, after which they are expected to operate with what they have learned.
Leadership that does not have the goal of liberation is not leadership - it is control. Leadership creates choices, control constrains them.