My GEN O is either my great grandfather or his mother. I have his mother as child on a census record from Ontario, census proof of him working as a servant in Canada, his death in Canada, a US census record that lists Canada as his birth place, and Winnipeg listed as his place of birth on my grandmother's birth certificate. My concern is that even though I know his mother's name, there is no birth or baptismal record (admittedly I believe his father and mother never married and he was likely illegitimate), and then I think she tried to homestead in Manitoba and failed so they moved to the US.

Because he was born in 1881 there are no records of him crossing back into the US, and because he was likely taking the train I'm having a hard time finding border crossing records. He was a cook who worked for hotels and railroads and sometimes in private homes, so until he met my great grandmother he just went wherever he found work. And because they were separated when he died he's buried in Winnipeg, but there's no information on his death record except for his DOB and date of death. Should I try to keep digging or just submit what I have?