What is Executive Hobo?
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A well dressed urban hobo that uses his better dressed and well kempt appearance to disarm those who they come upon before they panhandle a smoke, some cash or a beer from you.
"Wow man, that guy was an Executive hobo - I thought it was just some old guy hangin out in the park and making conversation but he asked me for one of my beers, some change and your Mom's phone number"!
I only gave him your Mom's number.
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