Right before Maria seeks advice from the Mother Abess about her love for the Captain, we see the nuns greet a new candidate for their abbey. Some viewers need repeat viewings to realize that the dress the candidate wore is the same one Maria later wore (earlier, Maria said that each woman who enters the abbey has to give away her "worldly clothes") when she visited the Von Trapps again.
The family looks confused when Uncle Max announces to the audience that the Von Trapps will be performing an encore, suggesting they weren't expecting to. But he was there when they performed "So Long, Farewell" at the party, and they end up performing again as result of their encore. Thus, that encore announcement may have been a Batman Gambit by Uncle Max to covertly tell them "Try to escape after leaving the stage" by planting the idea in their head through the song. Quite impressive for a guy who otherwise seemed to be The Quisling.
Brawn Hilda's insistence on taking lots of bows, though very funny and seemingly annoying, actually gave the family more time to escape before their names were called as winners. Max plays to the audience for comedy and isn't in a rush to force her off the stage.
When the nuns sing the reprise of "Maria" during her wedding to Captain Von Trapp, the lyrics take on a whole new meaning: He is able to do what the nuns weren't, to encourage her to stay with him ("how do you make her stay and listen to all you say/how do you keep a wave upon the sand?") because she wanted to rather than out of a sense of obligation.
So what happened to Max afterwards? While losing a submarine captain wasn't a massive defeat, the Nazis were infamously petty. At the very least, he probably lost his cushy job, and at worst... well, we've seen the kinds of prison camps the Nazis ran...
If you know anything about Nazi Germany and what happens to Austria after the Anschluss, you sort of have to feel sorry for the Baroness, who is demonized for trying not to get into trouble with Germany, and Rolfe, who will likely die a soldier in the war (especially if you subscribe to the idea that he was naive enough to be brainwashed into the Nazi Party, not realizing his actions would lead to the deaths of Leisl and her family). Honestly, every character villainous or otherwise (but presumed villainous for complying with the Nazis rather than escaping Von Trapp-style) is likely to face hardship or outright death in the coming war.