Like others have said it really depends on the situation and your comfort level with your particular rifle. If you just go sighting in a month or weeks before season like I see some do at the range, I wouldn't recommend it. However, if you shoot your deer rifle, or rifles in general for much of the year up to deer season, then you should be comfortable. As far as distance to take that shot, again, you have to look at how well you shoot on the bench and translate that to the field. 3 years ago in South Dakota, I snuck up around 125 yards to a nice buck and doe sitting on a fence line. I waited for some time for the deer to get up, but they never did so I took the neck shot and laid that buck over right where it was laying. The doe next to it got up and took off running over a hill and two other does got up about 225 yards behind these two deer on the back hill. Two does stood there looking right in my direction, though I knew they couldn't see me. Since it was dead calm and I knew my capabilities I took a second neck shot and one of the does since I had one last tag to fill and that animal also dropped dead in its tracks instantly as well. That shot was nearly 350 yards, but I felt confident of the shot. I also shoot almost once a week for a good 8-9 months out of the year and know the accuracy of my rifles well. Depending on which rifle I would have had in my hand at the time I wouldn't have taken the shot, but I knew what my 300RUM was capable of so didn't hesitate for either shot.