WANTED: MOBSTER TOUR GUIDES IN CHICAGO!
Step into the shoes of a 1920s gangster (minus the crime!) and bring the Windy City’s notorious past to life — all in broad daylight.
If you’ve got a flair for storytelling, love true crime, and want to show off Chicago in the most
killer way possible, we’ve got the perfect gig for you.
WHAT YOU’LL DO (LEGALLY):-
Lead daytime walking tours through the streets once ruled by Capone & company
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Spin tales of heists, speakeasies, and mob drama that made headlines
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Make history fun, fascinating, and unforgettable for guests from all over
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Rock a fedora (optional, but highly encouraged)
PAY & PERKS:-
$50 per tour (plus potential tips from impressed guests!)
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Consistent daytime shifts – perfect for actors, history lovers, & freelancers
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Free & discounted tours for your family and friends nationwide
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Flexible part-time hours
LOCATION:
Downtown
Chicago, IL – The OG stomping grounds of America’s most infamous mobsters.
WHO WE’RE LOOKING FOR:-
Natural performers, history geeks, and true crime junkies
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Confident public speakers who can own the sidewalk
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Reliable locals within 25 miles of downtown Chicago
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Folks who are energized, entertaining, and love engaging with a crowd
NEXT STEPS TO JOIN THE CREW:
Apply using the link below
We’ll reach out to schedule a quick intro call
Shadow a tour to see how it’s done
Then… it’s lights, camera, MOBSTERS.
Wanna see what you’re getting into? Watch our quick behind-the-scenes video: [Insert Link]
Make your mark on Chicago’s streets (in a totally legal way).
Step into history. Tell the stories that shaped the city.
Apply now and make daytime feel dangerous — in the best way.
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