Thank you for your help, it's appreciated! For now, I've decided to throw him into the UW plot as it seems less heavy on past jobs (though he ends up supporting the hackers rather than doing the actual job anyway, so it might go interesting ways), but if I got that right, it still kinda falls under the military side of things!

Awwyeah, I agree! It's unlikely that Ace will try and pursue the same path considering the point he currently finds himself at, but his training remains a huge part of him. I'm always up for slightly unusual CR, so I'll be looking forward to it! I also miiiight take a look at that post, since Ace would undoubtedly use the opportunity to memorize some important faces.