When hunting open farm hill country over a 40 some year period. I gesstimate having shot at 15 or so deer @ 300+ yds. the longest shot being 530yds. The range was lazered after the shot. My estimate befor shooting was 400yds.; I missed the first shot corrected higher and killed on 2nd shot.
Some of the long shots required second shots and one I had to track down and finish, this one had started to move just as the trigger broke and it was to late to stop the shot.
The only deer I shot and lost was a short range shot with a 30-30. No I don't blame the 30-30, I suspect bad shot placement. aprox. half of these were with 270WIN, 130gr b-tip. The rest 270WSM, 130gr b-tip or 140gr a-bond. I'm a good shot but I've also been lucky to recover the few wounded ones. Granted these were not longe range compared to the 600-900 shots others make, but they were made with a standard rifle and scope.
My conclusions If you feel confident of making the shot be it far or near, take the shot.