Evan - what are the standards you hold yourself to to measure proficiency? Seem pretty tough.
Objectively speaking, the accuracy standard is the same one Larry Vickers gave us - end on fist at 7 yards, sideways fist at 10 yards, spread hand at 15 yards. His doctrine is that under duress your group size will double so those are important square range standards. This should be accomplished over the course of an entire range session with no more than a couple of fliers. A good speed standard (for me) is 10 rounds / 10 seconds / 10 yards to the 10 yard accuracy standard. I'm usually not quite that good - either I maintain accuracy and get 8 or 9 rounds off, or I get 10 rounds off but don't quite make the accuracy standard.
Subjectively speaking, I need to feel like I can pick up cold and shoot to those standards pretty much any time without sweating it too much or having to concentrate a whole bunch. That level of performance should be subconscious.