Seasonal Holiday Retail Assistant Manager- Annapolis Mall

Cherry Hill Programs • Annapolis, MD

3d • $19 - $20

About The Position

Cherry Hill Programs is hiring a seasonal Assistant Local Manager to work alongside the Local Manager and help lead a team delivering holiday photo experiences for children and families. The role supports daily photo operations, team motivation and development, sales and service excellence, and memorable guest experiences. Photography experience is not required.

The Assistant Local Manager helps prepare for opening day and supports hiring, inventory, equipment setup and testing, scheduling, training, and opening and closing procedures. The role also involves capturing photos, helping guests choose souvenirs, resolving customer concerns, reinforcing procedures, troubleshooting technical issues, and assisting with administrative tasks. The position is seasonal, offers a flexible schedule, and requires at least 20 hours per week or as needed, including availability for evenings, weekends, holidays, and peak retail periods.

Requirements

• Must be at least 18 years of age.
• Strong communication, organization, time management, and problem-solving skills.
• Comfort with cash handling and sales transactions.
• Ability to lead a team, work independently, and make sound decisions.
• Availability to attend required pre-season training.
• Ability to work a flexible schedule, including evenings, weekends, holidays, and peak retail periods.
• Availability to work a minimum of 20 hours per week or as needed.
• Ability to lift and carry equipment weighing 10–25 pounds and stand for prolonged periods.

Nice To Haves

• Previous leadership or management experience in retail, hospitality, customer service, or a similar environment.
• High school diploma or equivalent.
• Experience managing teams or operations across multiple locations.
• Demonstrated success driving sales, guest experience, and operational results.
• Experience with scheduling, training, coaching, and developing team members.

Responsibilities

• Promote a positive, collaborative environment while upholding company values and policies.
• Support opening-day preparations, including hiring completion, inventory, equipment setup and testing, scheduling, training, and opening and closing procedures.
• Capture photos and help guests choose memorable souvenirs.
• Resolve customer concerns and service issues to support a positive guest experience.
• Lead by example and reinforce procedures set by senior management.
• Troubleshoot technical issues and escalate them to IT or Local Management as needed.
• Assist the Local Manager with inventory, scheduling, training, recruiting, and other administrative tasks.
• Perform other duties as assigned.

Benefits

• Flexible scheduling.
• Same-day pay options for early access to paychecks.
• Employee Referral Program.
• Opportunities to return for future holiday seasons and explore growth opportunities in the souvenir photography division, where available.
• One free Santa visit for friends and family, including 10 photo prints, 10 free holiday cards from Shutterfly, a personalized digital message from Santa powered by Portable North Pole, and three free months of access to Pixie Post.

What This Job Offers

• Career Level: Manager
• Education Level: No Education Listed