Son has always used Akadema (well until he got to college). I used to be a dealer and everyone that ever touched one loved it.
Use Holiday50 as the checkout code
Everything on their site is 50% off right now. They are every bit the quality of Wilson or Rawlings. If he is somewhere they have a Dick's Sporting Goods you can take a mitt to them and they have this fancy steam machine that does a nice job breaking in gloves. Not the way I'd do it and it's not great for the leather but at this point it's probably the easiest way to get it softened up quickly.