Sorry, no online dictionaries contain the exact phrase when you win but it sucks.
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Reverse dictionary results:
1. rout
2. die
3. ano
4. carry
5. miracle
6. strangely
7. leeching
8. beats
9. beat
10. draw
11. rise
12. dir
13. rhythm
14. pound
15. pounded
16. thump
17. lick
18. licked
19. scrap
20. black
21. clicker
22. get
23. run
24. thumb
25. put
26. runs
27. invalid
28. rots
29. slow
30. woo
31. attempt
32. attempted
33. ring
34. rings
35. angle
36. set
37. whist
38. edge
39. nail
40. pass

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You can look up the words in the phrase individually using these links:   when ?   you ?   win ?   but ?   it ?   sucks ?
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