Holiday Retail Assistant Manager - Flexible Scheduling

Cherry Hill Programs; Chicago (IL); On-site; USD 21,000 - 29,000; Full time

Benefits offered by this job

Flexible scheduling

Same day pay options

Employee Referral Program

A fun, fast-paced environment

Opportunities beyond the season

Job summary

Cherry Hill Programs is hiring a Seasonal Holiday Retail Assistant Manager at Fashion Outlets of Chicago to lead a short-term photo-sales team and deliver exceptional guest experiences during the holiday season. You’ll assist daily operations, coach staff, and ensure smooth opening/closing procedures.

The role requires 18+, strong communication, and cash-handling skills, with a flexible schedule including evenings, weekends, and peak periods. Photography experience is not required.

Qualifications

• Must be at least 18 years old.
• Strong communication, organization, time management.
• Comfortable in a cash handling/sales position.
• Ability to lead a team, work independently, and decide.
• Availability for required pre-season training.
• Flexible schedule including evenings, weekends, holidays.
• Minimum 20 hours per week availability.
• Ability to lift 10–25 pounds and stand for long durations.

Responsibilities

• Promote a positive, collaborative environment in line with company values.
• Support opening-day prep: hiring, inventory, scheduling, and training.
• Capture photos and help guests select keepsakes.
• Resolve guest concerns and maintain a positive experience.
• Lead by example and reinforce senior management procedures.
• Troubleshoot technical issues and escalate when needed.
• Assist Local Manager with scheduling, recruiting, and admin tasks.
• Perform other duties as assigned.

Skills

Leadership

Cash handling

Team supervision

Communication

Problem solving

Education

High school diploma or equivalent

Job description

Cherry Hill Programs is hiring a Seasonal Holiday Retail Assistant Manager at Fashion Outlets of Chicago to lead a short-term photo-sales team and deliver exceptional guest experiences during the holiday season. You’ll assist daily operations, coach staff, and ensure smooth opening/closing procedures.

The role requires 18+, strong communication, and cash-handling skills, with a flexible schedule including evenings, weekends, and peak periods. Photography experience is not required.