I'm so happy for my friend who was homeless. He's finally  working again
That's great, and it's nice that you are happy for him.
Yes, I want to see him keeping a job
It is good your friend is now working and no longer homeless. It is good to take care of your self and not rely on others.
Thanks for letting me brag to you.
Well, you are right to be proud of him. I also think it's wonderful that you're friend has started working.