I also vote for “When Does a War End” as the worst of the speeches. Rings hollow as noted above.

He’s also prone on occasion to speeches in some early season episodes, though not as frequently, and they are delivered better and written better in most instances.

One in particular is the speech to the student protesters in S1’s “Not That Much Different”, a clip from which was used in the movie “Jerry Maguire”.

He also gives a pretty solid speech to John Hayes in “Pray, Love, Remember “ at the end, too. More of an inspirational pep talk, really.