You might try C.J. Cherryh's Downbelow Station for Signy Mallory (and Cherryh in general), and John Varley's Titan series (Titan, Wizard, Demon) protagonist Cirocco Jones, for the spiritual antecedents to Jenny.

Also, kaygo's Jani Killian gets compared to Jenny a lot. The protag of Chris Moriarty's Spin State has some ugly history, too.

These are the characters I love best, too.