@RehnSturm256 a few days ago he'd become more brave and will now venture off 40'~50' which I don't really like. Only at night tho. He'll even go around the side of my apartment building now where I can't see him.
I now have to watch him more closely now when out at night.

At least he knows to avoid cars.

My main concern is someone taking him or stay dogs.

He could likely get away from a dog easily and would run inside but wouldn't necessarily do the same thing with people as he's very friendly.

Maybe I should get a collar and name tag for him to wear when outside. I already have rabies tags for him so that part is covered.