Dad's Retirement Puzzle

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Across
  1. 3. Subject of this puzzle's first job
  2. 6. Tom _______
  3. 8. Loves the cold
  4. 11. Future crisis facing Atlas Heritage Title, to Dad
  5. 13. Securing a sale
  6. 15. Proposed the Social Security Act of 1935
  7. 16. Person often kept on retainer
  8. 17. Woodwind instrument
  9. 18. Name of man who recently retired
  10. 20. I don't stop when I'm tired, I stop when I'm _____
  11. 22. Recently lost a great attorney
  12. 24. A fine middle name
  13. 25. Reward for hard work
  14. 26. Income in retirement
  15. 27. Duke or Earl, for instance
  16. 28. Name of other recent retiree
  17. 29. Yearly stipends
Down
  1. 1. Good fortune; affluence
  2. 2. Introduced into SSA programs in 1972
  3. 4. Having red hair
  4. 5. Type of IRA
  5. 7. Subject of this puzzle's alma mater
  6. 9. "Golden Years" singer
  7. 10. Retirement haven
  8. 12. A honeymoon deferred
  9. 14. Take to court
  10. 19. Shin Lim won this competition in 2018
  11. 21. Three-ply cookie
  12. 23. The ideal beverage
  13. 25. Characterized by pale fingers or toes