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- H. B. Bailey, American racing driver
- H. C. Bailey, British writer
- H. W. Bailey, English scholar
- Hachaliah Bailey, American circusman
- Harry Bailey, Australian psychiatrist
- Harvey Bailey, American bank robber
- Henry Bailey, American Olympic sport shooter
- Henry Bailey (American football), American football player in the National Football League
- Henry Bailey (politician), Nova Scotian politician
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