Part Time Chicago Sky Jobs (NOW HIRING)

Chicago Sky 50/50 Raffle Ambassador
The Chicago Sky Foundation is seeking highly motivated, detail-oriented individuals who thrive in fast-paced environments and are passionate about community impact.
This position requires availability for scheduled Chicago Sky home games, including evenings, weekends, and select daytime events.
Description
The Chicago Sky Foundation is seeking energetic, outgoing, and dedicated individuals to serve as 50/50 Raffle Ambassadors. In this role, ambassadors will engage with fans and serve as an integral part of game-day operations and community engagement efforts throughout the 2026 Chicago Sky season.
Ambassadors will gain hands-on experience supporting and executing Chicago Sky Foundation initiatives across all 2026 Chicago Sky home games, as well as select community events and appearances. This role offers a unique opportunity to contribute to meaningful impact while enhancing the fan experience.
The Chicago Sky Foundation is an equal opportunity organization. All qualified applicants will receive consideration without regard to race, color, religion, sex, national origin, disability status, protected veteran status, or any other characteristic protected by law.
Responsibilities
The Chicago Sky Foundation will conduct 50/50 raffles at Chicago Sky home games and select events throughout the 2026 season. Fifty percent of the net proceeds from each raffle will be awarded to one winning fan, while the remaining proceeds will directly support Chicago Sky Foundation programs and initiatives.
50/50 Raffle Ambassadors will:

• Sell raffle tickets throughout the arena using mobile point-of-sale devices
• Engage fans in a positive, energetic, and professional manner
• Support overall game-day operations and enhance the fan experience
• Work closely with the Community Engagement Coordinator and Sky Foundation Executive Director

50/50 Raffle Sellers will be responsible for:

• Approaching fans pregame and in-game to explain the details of the 50/50 Raffle program and offer the opportunity to purchase tickets
• Answer fan questions regarding the raffle program, as well as basic Sky Cares Foundation information
• Accurately facilitate the sale and distribution of raffle tickets, following program requirements
• Turn in all cash and tickets throughout and at the end of the event
• Accurately handle the reconciliation of tickets sold and financials
• Understand the mission of the Sky Cares Foundation
• Represent the Sky Cares Foundation and Chicago Sky as a brand ambassador

REQUIREMENTS AND QUALIFICATIONS:

• Must be 18 years of age or older
• Must be eligible to work Chicago Sky Home games
• Able to walk or stand for long periods of time and climb stairs
• Enthusiastic, approachable and self-motivated
• Strong verbal communication skills
• High school diploma or equivalent education, some college preferred
• Must be able to take and follow directions well
• Detail oriented and strong organization skills
• Above average communication skills
• Highly self-motivated and outgoing
• Candidates must be willing to work nights, weekends, and holidays as needed
• Must have reliable transportation
• Prior customer service or sales experience is a plus

The Chicago Sky 50/50 Raffle Ambassador is a Paid Position

• $17.20 per hour
• Part time position with no benefits

2026 50/50 Raffle Seller Regular-Season Schedule
May
Home Opener - Wednesday
May 20 vs. Dallas Wings, 8:00 PM
Saturday, May 23 vs. Minnesota Lynx, 12:00 PM
Wednesday, May 27 vs. Toronto Tempo, 7:00 PM
Friday, May 29 vs. Minnesota Lynx, 6:30 PM
June
Friday, June 5 vs. Connecticut Sun, 6:30 PM
Tuesday, June 9 vs. Atlanta Dream, 7:00 PM
Wednesday, June 17 vs. New York Liberty, 7:00 PM
Wednesday, June 24 vs. Portland Fire, 8:00 PM
Friday, June 26 vs. Portland Fire, 6:30 PM
Sunday, June 28 vs. Las Vegas Aces, 3:00 PM (United Center)**
July
Wednesday, July 15 vs. Seattle Storm, 11:00 AM
Friday, July 17 vs. Los Angeles Sparks, 6:30 PM
Saturday, July 25 All Star Game, Time: TBD**
Thursday, July 30 vs. Connecticut Sun, 7:00 PM
August
Saturday, August 1 vs. Las Vegas Aces, 12:00 PM
Monday, August 3 vs. Phoenix Mercury, 7:00 PM
Wednesday, August 5 vs. Los Angeles Sparks, 8:00 PM
Saturday, August 8 vs. Indiana Fever, 2:00 PM (United Center)**
Tuesday, August 18 vs. New York Liberty, 8:00 PM
Friday, August 21 vs. Golden State Valkyries, 6:30 PM
Sunday, August 23 vs. Indiana Fever, 6:00 PM
September
Thursday, September 17 vs. Washington Mystics, 7:00 PM
Tuesday, September 22 vs. Toronto Tempo, 7:00 PM
**Located at the United Center
We are an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion, national origin, sex, sexual orientation, age, disability, gender identity, marital or veteran status, or any other protected class.
Job Questions:

1. Are you based in Chicago and able to attend all 2026 Chicago Sky home games at Wintrust Arena (including weekends and nights when required)?
2. If selected for this position, are you available to work nights and weekends?