Reply #2: They were close to middle class

[Warpy]

They were professionals, had enough money for an inn, but the inn was full. Alternative accomodations in a stable for paying guests were not uncommon, not even into the early 19th century. The stables were warm, dry, and had hay for soft bedding. That people now make such a big deal of it is insane.

However, at the age of 30, he gave up his profession and left his home, essentially becoming a homeless street preacher.

That's what the whole "Jesus as homeless" idea should focus on, not the relatively comfortable circumstances (for the times) of his birth.