Quoted: As soon as I'm done with the last target, I pull the gun into a high ready. Right away.
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Hey Kilroy, training scars can be tough to spot, a pain to break, but well worth your time to do so. As a side note, it's a good thing that you were able to identify a potential problem with your current training routine.
You may want to consider vividly visualizing the targets as real threats. Instead of only instantly coming to a ready position (or some other non-pointed in position) you could intersperse "following" the last target down and reassess the threats (while pointed in), set up a target with a "failure to stop" drill (perhaps a Newbold self healing target as your pelvic/head shot), or come to some other ready position suited to your immediate scenario.
Don't forget your dry practice, as you probably already know, dry practice is the key to building the skills you are trying to ingrain.
As you pointed out, real life doesn't replicate the training environment, so it's okay to come to the high ready sometimes (as the situation dictates), and your training to address different situations (failure to stop, bad guys friends/accomplices showing up, etc.,) will serve you well.
Hope this helps.