Worries about him covered a lot of ground and was less informative than he thought it would be and Anakin knows most of the time that he's loved, but it was always good to hear it.

"Well he shouldn't. I'm not a kid any more."

Never mind Obi-Wan not worrying about him is one of his worst case scenarios. It does however make him feel a little better that he's never heard of Jason until now. If it was important, then it would have been brought up just like how he had heard about Anakin.

"How do you know him?"