RE: What's the latest you've shot a deer
Nice buck indeed!
I have taken two "last 5 minutes of legal shooting time" shots and made good on them. Both shots were less than 15 yds, and were in Nov, after trees had shed much of their leaves. In our early MD season, it can get "too dark"(for me) in the deep woods, even with plenty of legal time left.
It's not a bad idea to include practice sessions in the late evening hours, and know beforehand how your eyesight, pins, &peep are going to work out in diminished light, especially without an orange dot or bulls-eye to guide your aim...
-fsh