Glad you are starting him out on raw!! Being that he is a puppy you shouldn't have any issues with him taking right to it. Puppies still have their innate instincts to eat raw, that haven't been warped into them knowing how to eat kibble. He should take right to it. Below is a part of the "Getting Started" page from our website on puppies and figuring out how much to feed:
YouTube - Akasha's first chicken wing
Good luck!
As far as easing him into it...you might want to take the bone in cuts of chicken and whack the crap out of them with a hammer to help crunch up the bones a bit for the first couple of days. That is what we did with Akasha since she got into the habit of swallowing bones whole instead of chewing them up. Here is a video of her with her first chicken quarter:
YouTube - Akasha's first chicken wing
Good luck!