The phrase "unenviable position" means being in a situation that is undesirable, unappealing, or lacking in attractiveness or advantage. Full definition
But you also need to balance your tax obligations with that fact that waiting to sell your shares leaves you in the potentially unenviable position of retaining a concentrated equity position. (danielzajac.com)
As a full time science fiction author, I'm in the sometimes unenviable position of working for myself. (rmfw.org)
Black Ops: Declassified was put in a pretty unenviable position, releasing as a PS Vita exclusive on the same day as Call of Duty: Black Ops 2. (gamesradar.com)