If he says its a gift then I dont feel that this is anyone's business personally. Chris is not only a member of a huge fleet, but provides a service to the whole community and is one of the most well known people in and around STO. it only takes one person to feel generous.
If it really was a gift with a random chance at a JAF just like anyone else, then there isn't a problem.
Now if he got the JAF because he had connections on the inside, then it really is a slap to the face of the community of thousands of players who spent lots of money and ended up with nothing. (I feel terrible for those poor souls who literally spent hundreds of dollars and still ended up with nothing).