Seasonal Entertainment Performer – Halloween Festival Character Role

Goose Island Holiday Pop Ups

Seasonal Entertainment Performer – Halloween Festival Character Role

Chicago, IL
Full Time
Paid
  • Responsibilities

    Now Hiring: Fortune Tellers
    Jack's Pumpkin Pop-Up is Back in Chicago!

    Open Call Interviews Start Now — Details Below
    Location: 1265 W Le Moyne St, Chicago, IL 60642

    Important: This is an active production site — wear comfortable, casual clothing.
    Festival Environment: 100% outdoors.

    Interview Details

    • Dates: Every Monday through Friday

    • Time: Drop by anytime between 10 a.m. and 3 p.m.

    • Format: Open call — no appointment needed

    • Bring: Your resume (we're hiring immediately!)

    • Process: On-the-spot 10–15 minute interviews

    We're hiring Fortune Tellers to join our high-energy seasonal team.
    Pay: $17.00/hour

    If these roles aren't the right fit, or you know someone looking for fun full-time, part-time, or flexible work for extra income during the season, we're also hiring for:

    • Bar Manager

    • Bartenders

    • Bar Backs

    • Axe Throwing

    • Kitchen

    • Carnival Games

    • Security

    We Love Pop Ups operates other seasonal experiences through the end of the year. If you're a great fit, there may be opportunities to work at our other pop-ups:

    • Oktoberfest (September – October)

    • Frosty's Christmas Bar (November – December)

    • Jack Frost Christmas Pop-Up (November – December)

    About the Role

    Jack's Pumpkin Pop-Up in Chicago is looking for energetic, engaging performers to bring our Halloween characters to life! This seasonal role involves portraying a mystical, fortune-teller-inspired character in an immersive, outdoor festival environment. You'll interact with guests, stay in character, and create memorable experiences through playful performances.

    If you have experience with tarot cards, palmistry, or other theatrical props, that's a plus — but this is a performance role, not an actual psychic service.

    Responsibilities:

    • Perform as a scripted or improvised Halloween character
    • Engage guests in themed interactions
    • Use props (tarot cards, crystal balls, etc.) as part of the performance
    • Maintain energy, professionalism, and character throughout your shift

    Requirements:

    • Outgoing, performance-oriented personality
    • Comfortable speaking and improvising with guests
    • Willing to work outdoors in all weather
    • Previous acting, improv, or entertainment experience preferred

    Job Types: Full-time, Part-time, Temporary

    Benefits:

    • Flexible schedule

    Ability to Commute:

    • Chicago, IL 60642 (Required)

    Work Location: In person