In Clausewitz's "On War", he writes the following in Chapter 6, "Information in War":
"...no important undertaking was ever yet carried out without the Commander having to subdue new doubts in himself at the time of commencing the execution of his work. Ordinary men who follow the suggestions of others become, therefore, generally undecided on the spot; they think that they have found circumstances different from what they had expected, and this view gains strength by their again yielding to the suggestions of others... Firm reliance on self must make him proof against the seeming pressure of the moment; his first conviction will in the end prove true..."
This reminds me of Paragraph 13 from Hegel's Philosophy of Right: Introduction:
"A will which resolves nothing, is not an actual will; that which is devoid of definite character never reaches a volition. The reason for hesitation may lie in a sensitiveness, which is aware that in determining itself it is engaged with what is finite, is assigning itself a limit, and abandoning its infinity ; it may thus hold to its decision not to renounce the totality which it intends. Such a feeling is dead, even when it aims to be something beautiful."
Hegel generally identifies two extremes between the "will devoid of definite character" and the capricious will void of discipline, both of which are sublated by Free Will.
Unlike pop philosophy which identifies "Free Will" with caprice and lack of discipline, Hegel identifies Free Will as the "willful self-limiting for another". This Free Will is much like the "Firm reliance on self" that Clausewitz describes above. Whereas the undecidedness of "ordinary men who follow the suggestions of others" is more like this "will which resolves nothing" (Hegel) which is "not an actual will".
But what's the practical significance of this distinction identified by both Clausewitz and Hegel?
For Clausewitz, the difference between an indecisive and a resolute man is what divides "Conception" from "Execution" in war respectively (roughly).
For Hegel, the role of Family, Civil Society, and the State is to reproduce Free Will. There is no such thing as Free Will in man as separate from these 3 institutions, since otherwise man is wholly dependent on nature and the natural vices that come with it.
These ideas also have some overlap with Charles Sanders Pierce's concept of Notes on Charles Sanders Peirce (American Philosopher, Father of Pragmatism).