One of my favorite Jake scenes in DS9, a series of favorite scenes for me, is in the Season 5 finale. The Federation abandons Deep Space 9 in order to try and protect Bajor, taking everyone from Starfleet with them. Jake decides to stay behind on the rechristened Terok Nor to see the front lines of the Dominion War better. As the Defiant leaves Jadzia tells Captain Sisko that Jake isn't aboard with the other families, and Benjamin replies that Jake is a grown man who can make his own decisions. That moment of respect from Benjamin was a great conclusion to that story arc.
Jake and Nog's coming of age during the Dominion War was one of the best story arcs in DS9 overall, with a lot of memorable moments like Nog's demand to join Starfleet and Jake seeing the horrors of war during the Klingon skirmishes. Compare that to Wesley, who kept playing the annoying, over-achieving kid long into TNG and had all of maybe 2 alright episodes.