Played baseball for 14 years (through college ball). My favorite gloves of all time were my Rawlings Heart of the Hides. This one is about $250, but will last you 10-15 years if you treat it right. Do NOT bake it/steam it. The best way to break it in is to use it. Leave a ball in the pocket when not in use.

And it's okay if the heel of your hand sticks out! You should be using the pocket to catch anyways. Good luck!