Well maybe this baby is his offspring....From what I've read some squirrels will still hang around a bit, come for treats, etc. and others don't. I think with age they will become less people oriented.
I have a chihuahua that is absolutely squirrel crazy. She doesn't want to hurt them, but sure enjoys the chase. 2 years ago there was a young red squirrel we called Rusty that really enjoyed playing with her. He'd climb down a tree and run round and round the trunk while she chased him. Then he'd sit on a limb and she'd just stand there wagging her tail or barking. He became tame enough that he would take peanuts from my fingers and I could pet his tail. By the end of summer he stopped. I'm thinking he was making a family of his own and didn't want to bother with us.