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It's super admirable that everything Rory and Lorelai own now is due to Lorelai's own efforts.

BUT, what forced Lorelai to bring her newborn baby to live in a shed, in a stranger's hotel? Only her own need to establish herself as independent forced her to do this: in short, her pride. Her mother did not know about the conditions her daughter and granddaughter lived in until years later (in Season 2, when she finds out from Mia, the owner of the Independence Inn where Lorelei sought refuge like some sort of biblical character). So, basically, Lorelai didn't even try to first reason or compromise with her parents to find some middle ground where she didn't have to risk the health of her newborn but also didn't have to abide by her parents' expectations.