The Daily

The Sunday Read: ‘What I Found on the 365-Mile Trail of a Lost Folk Hero’

119 snips
Mar 23, 2025
Discover the intriguing tale of the Old Leatherman, a mysterious 19th-century wanderer who roamed the backroads of New York and Connecticut. Explore the emotional landscapes of self-discovery through a reflective journey in a historic cemetery. Delve into the duality of the Old Leatherman's legacy, examining how his life encapsulated themes of alienation and societal fascination. Journey with an individual to a cave sanctuary, contrasting tranquility with the chaos of daily life, embodying the quest for solace and introspection.
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ANECDOTE

Old Leather Man's Mystery

  • Sam Anderson, obsessed with the Old Leather Man, a 19th-century folk hero, walked his 365-mile loop.
  • The Old Leather Man's mysterious life, regular loop, and leather suit intrigued Anderson.
ANECDOTE

The Mysterious Stranger

  • A strange man, the Old Leather Man, appeared in the 1850s-60s, wandering between NYC and Hartford in a homemade leather suit.
  • He was a "greasy and ill-odored" mystery, sleeping in caves and refusing to explain himself.
INSIGHT

A Regular Loop

  • The Old Leather Man's walks were not random; he followed a 365-mile loop, taking 34 days per circuit.
  • His regularity was so precise that people could "set their clocks" by his appearances, offering certainty in uncertain times.
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