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- Unprofitable, as a situation
- Sure to end in failure, as a situation
- Situation for a tie?
- Offering only unhappy outcomes
- Like an impossible situation
- Like a situation where a good outcome is impossible: Hyph
- Like a lose-lose situation
- Like a frustrating situation
- Like a deadlocked situation: Hyph
- Like a choice between evils
- Like a Catch-22
- Impossible, and hint to this puzzle's theme
- Having only unfavorable outcomes
- Futile, as a situation
- Darned-if-you-do, darned-if-you-don't
- Certain to end in failure
- Certain kind of situation
- Kind of situation
- _____ situation
- Hopeless, as a situation: Hyph
- Hopeless, as situations go
- Grim, as a situation
- Like a hopeless situation
- Lose-lose
- Currently elected, and hopeless!
- Like some situations
- Type of situation
- Hopeless situation
- Beyond help
- Like hopeless situations
- Sure to end badly
- Bad kind of situation
- "It's a ___ situation!"
- Unpromising, as a situation