A new time skip could work if TTG did an "American Dreams" type project.
By "American Dreams" I mean TLOU: American Dreams.
They could do a comic, or even a small book, that could explain the significant events that took place during the time skipped, including how they affected her, and those around her. One issue for each branching path, essentially.
Even Bethesda is currently doing this for the boss characters in The Evil Within.
It is more work, but, even if this means S3 takes longer to be developed, it would make doing time skips WAY more appealing.
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Looks like people no want time skips no morez.