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“Deep in the Night”
Date range assessed by the fact that the sessions with Bryan Loren occurred in Fall 1989 - 1990 (“...In the summer of 1989, after a few months of rest at Neverland, Michael returned to the studio to begin recording new material... After a few months of work at Westlake, producer/songwriter Bryan Loren, who was only 23 at the time, joined the team and worked in a third room at the studio.”); the vocal recording sessions most likely occurred in 1990.
“Deep in the Night”:
https://youtu.be/NtloVdrmZP4 (LQ Seminar Recording) (October 19, 2018)