Job Description

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 
• Spin tales of heists, speakeasies, and mob drama that made headlines 
• Make history fun, fascinating, and unforgettable for guests from all over 
• Rock a fedora (optional, but highly encouraged) 

  PAY & PERKS:

• $50 per tour (plus potential tips from impressed guests!)
•   Consistent daytime shifts – perfect for actors, history lovers, & freelancers
• Free & discounted tours for your family and friends nationwide
• 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 
• Confident public speakers who can own the sidewalk 
• Reliable locals within 25 miles of downtown Chicago  
• 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.

Job Tags

Part time, Freelance, Local area, Flexible hours, Day shift

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