RE: 30 caliper bullets,I've used.
I use 150 gr NBT out my 7mm rem mag I am not a pin shooter persay but I have taken several quarter shots where the bullet enters in the ribs and exits the opposite shoulder, in all cases the bullet has passed through. However like Stubblejumper stated they tend to leave a bit of a mess when hitting bone. The only true flush shoulder shot experience I have was on a buck approx 125 yards (.277/130gr CT - Ballistic Tip), this was a shooting error on my part [:@]! The bullet smashed the face shoulder and took out the lungs..no exit and bullet was fraged badly. I don't use neck or head shots so can't comment on experience/results, sorry.
Personally if I aimed for the shoulder or bone mostly I would either go with 180 gr version in your 300 win or pick a bullet meant to retain weight like the Partition, Accubond, etc.