Seasonal Holiday Retail Lead — Flexible Schedule

Cherry Hill Programs; Connecticut; On-site; USD 25,000 - 26,000; Full time

Benefits offered by this job

Flexible scheduling

Same day pay options

Employee Referral Program

Exclusive Holiday Perks for You & Your

Job summary

Cherry Hill Programs in Milford, CT is seeking a Seasonal Holiday Retail Assistant Manager at Connecticut Post to help lead the team responsible for creating magical holiday memories. You’ll support daily photo operations, motivate the seasonal staff, drive sales and service, and ensure a memorable Santa visit and outstanding guest service from start to finish.

This role offers flexible scheduling, same-day pay options, and growth opportunities within our souvenir photography division, with a

Qualifications

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

Responsibilities

• Promote a positive, collaborative environment while upholding company values and policies.
• Support opening-day preparations, including hiring completion, inventory, equipment setup/testing, scheduling, training, and opening/closing procedures.
• Capture photos and help guests choose memorable souvenirs to take home.
• Photography experience not required.
• 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 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.

Skills

Leadership

Team management

Communication

Cash handling

Scheduling

Education

High school diploma or equivalent

Job description

Cherry Hill Programs in Milford, CT is seeking a Seasonal Holiday Retail Assistant Manager at Connecticut Post to help lead the team responsible for creating magical holiday memories. You’ll support daily photo operations, motivate the seasonal staff, drive sales and service, and ensure a memorable Santa visit and outstanding guest service from start to finish.

This role offers flexible scheduling, same-day pay options, and growth opportunities within our souvenir photography division, with a