Are they? The Waffen SS has almost as much of a criminal history as its more well-known sibling, true, but our boy's joining Hausser to be Special Forces first, SS second. I'm pretty sure that the average soldiers in these more elite, specialized formations aren't more "criminal" than their brethrens anywhere else.
I mean, he's not going to command prison guards or anti-partisan formations. At least, I hope that's not going to happen. Rather, we are commanding elite soldiers, more interested in the success of the operation and the victory of the Fatherland than whatever the Führer's propaganda machine has to say. These types I think are bonded together through trials by fire rather than social etiquette. And we can easily substitute the lack of "training" with the soldiers by, well, fighting with them.
Besides, I want to play a game where we rise up the ranks through a mountain of communist corpses, not fascist ones, if you know what I mean.

While the officer school might provide us with interesting insights and leverage among the SS, allowing extra resources and smoother negotiations with Walter's superiors or whatever, the price -- going deeper into the SS politics (you make friends (and foes?) in these places) and consequently a worsened personal conflict -- is not worth the gain, especially when there are much more effective alternatives elsewhere.
My 2 florins.
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