Do we have to turn a knob to get those files updated?
No, it's only ever intended to be the original copy of the job ad. Some of the values you're looking for may show up in the .update.ad file (in the same directory), but I don't recall how often that's updated.
If you're interested in bypassing schedd delays, but your schedd isn't particularly heavily-loaded, you could instead adjust
SHADOW_QUEUE_UPDATE_INTERVAL: https://htcondor.readthedocs.io/en/latest/admin-manual/configuration-macros.html#SHADOW_QUEUE_UPDATE_INTERVAL -- ToddM