Sorry, no online dictionaries contain the exact phrase make someone feel inadequate.
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Reverse dictionary results:
1. belittle
2. demean
3. disparage
4. undermine
5. insult
6. downgrade
7. unheart
8. abaser
9. adaw
10. defile
11. degrade
12. detriment
13. devaluate
14. embase
15. excoriate
16. look down on
17. abase
18. abasement
19. abject
20. abjection
21. allay
22. avale
23. bemean
24. condescend
25. crook
26. damn
27. debase
28. decry
29. deface
30. deflower
31. degenerate
32. deign
33. deject
34. demerit
35. denigrate
36. deprave
37. deprecate
38. depreciate

You can look up the words in the phrase individually using these links:   make ?   someone ?   feel ?   inadequate ?
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