Shaw has lived alone more than five miles outside of Timberline for an indeterminate amount of time. As Sheriff Gordy comments that he's been "living in the woods too long" it's possible that Shaw once lived closer to town, and later moved out to be closer to the hunting grounds, and less monitored by others. This is supported by his crude "keep out" sign, and the implied sole-construction of his dilapidated shack.

It's also equally as likely that he has lived there for the majority of his life, with the additional possibility that the property once belonged to his (now absent) family. This is supported by the size of the house, making it unlikely that Shaw was the sole constructor, and it only falling into disrepair thanks to his negligence and/or lack of skill. There's also the painted "Shaw" on the side of the mailbox, being that it is unlikely that a first name would go on a mailbox (making it more likely to be a last name).

But unfortunately after getting settled in with a woman and starting a family, he ended up having a child with his wife. Which in this case is getting groceries. While you a small infant being fussy and old enough to eat solid foods. Giving him a hard time to feed you, as you kept wailing and not wanting to eat.