I checked the Federal Census for 1880 and there was definitely a Herbert E. Healis listed as the son of Edward T. and Eliza J. Edward was 26, Eliza 20 and Herbert E. was 11. There was also a 3 yr. boy. While Eliza could have been the mother of the 3 yr. old, there's no way she could be the second boy's mother. So, maybe Edward had a child at 15 in Barbados and brought him here. And maybe this Herbert passed away and they named their subsequent son Herbert, too. From following just our family history, I know it's possible that families reuse names after a child passes (like they couldn't think up a new one?) but..
Or maybe there's some other interesting story there. Like maybe this child wasn't theirs but a ward or child of a friend and they just called him theirs for the census.
I found your Herbert Benjamin in the 1920 Federal Census and also a draft card in 1942 -- it says he's 64! It has his birthdate, wife's name (here H. Kathleen), address and employer, etc.
This extra Herbert E. is definitely a puzzle, but he is definitely listed in the 1880 Federal Census.
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