Understand that 'swagman' is a historical term from Australia, not commonly used today. The stories from my great-grandfather's time often mention a swagman traveling the outback.
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Cultural Icon
'Swagman' is iconic in Australian folklore, often symbolizing a free-spirited lifestyle. The swagman in the song 'Waltzing Matilda' is a famous example.
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Negative Connotation
Sometimes 'swagman' might imply homelessness or unemployment, used in a pitiful sense. He was down on his luck, living like a swagman with no place to call home.