You can feel bad, I won't argue about how you feel. However, you aren't a mental health professional. Not to mention how the hell do you detect ticks between texts???
I think its good your friends with him though because having a good friend is always a good thing. I honestly have nothing against the guy. I don't really know him. I suggest sticking by him because you sound like a good friend
He's a grown ass 29 year old man.
That phrase can sound a bunch of different ways. It's impossible to assume what tone you are giving off unless he says this to you in person.
I think its good your friends with him though because having a good friend is always a good thing. I honestly have nothing against the guy. I don't really know him. I suggest sticking by him because you sound like a good friend