Toby would have grown up in relative poverty as his Nana took him in while she was already retired. He has never complained about it, however, because he knows that she’s done everything she can for him.
While they had enough money to get by with the basics, most of the belongings that Toby has were passed down from either his parents or were obtained from either flea markets or thrift stores. This reflects in his taste in movies, music and pretty much everything outside the things Jim introduced him to. A lot of the movies he grew up with - the ones he wouldn’t feed to Aarg - and the various cassettes and vinyl he has lying either belonged to his parents, or they were something he picked up himself as he became more and more interested in them.
They’re the only things he has left of his parents and they’re a source of comfort for him.
Even now that he’s got internet access and a cellphone he still indulges in the old stuff a lot.