Sorry, no online dictionaries contain the exact phrase retiree with debt.
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Reverse dictionary results:
1. emeritus
 2. ali
3. annuity
4. ashe
5. pasture
6. pension
7. dole
8. ease
9. leisure
10. senior
 11. watch
12. anchoress
13. anchorite
14. cloister
15. emerita
16. hermit
17. inactive
18. monastery
19. monasticism
20. retreat
 21. retreated
22. retreating
23. age
24. guarantee
25. anticipation
26. retire
27. abed
28. about
29. active
30. advance
 31. alimony
32. back
33. background
34. bak
35. benefit
36. benefits
37. cloistered
38. close
39. closet
40. contentment

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You can look up the words in the phrase individually using these links:   retiree ?   with ?   debt ?
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Not helpful? You might try using the wildcards * and ? to find the word you're looking for. For example, use
reti*to search for words beginning with reti, or
*debtto search for words ending with debt
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