Green’s Dictionary of Slang

to fit in, to make sense, to agree, esp. in negative uses, e.g. that don’t jive, that doesn’t make sense.

1943		‘Whitman College Sl.’ in AS XVIII:2 Apr. 153/2: doesn’t jive. ‘Doesn’t make sense.’.
1969		C. Brown Mr Jive-Ass Nigger 185: But Jesus how can you be certain that such interpretations ever jive, at all, with the reality.
2000		Indep. Rev. 11 Mar. 5: Identifying with the kids from the projects, getting his Thomas Browne prose to street-jive along with theirs.
2016		T. Robinson Rough Trade [ebook] Then all of a sudden, oopsie-dasie, there I was. Vulnerable as a motherfucker. And I did not fucking jive that.