Sorry, no online dictionaries contain the exact phrase cynical optimist.
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Reverse dictionary results:
1. pessimist
2. cynic
3. pessimistic
4. grim
5. positive
6. sceptic
7. sure
8. wry
9. cautious
10. hopeful
11. optimistic
12. acerbic
13. ambrose
14. bitter
15. cynically
16. cynicism
17. diogenic
18. hard-boiled
19. insensitive
20. irreverent
21. misanthropic
22. sardonic
23. snarky
24. sneer
25. snide
26. sour
27. soured
28. cynicalness
29. hollow
30. jaundice
31. la rochefoucauld
32. marlowe
33. naysayer
34. noir
35. pantagruelism
36. philip marlowe
37. saturnine
38. vidal
39. with cynicism
40. abuse

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You can look up the words in the phrase individually using these links:   cynical ?   optimist ?
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