Jobs · Sales · Wisconsin

Seasonal Holiday Retail Assistant Manager- Mayfair Mall

Cherry Hill Programs · Milwaukee, WI · 1 mo ago
SalesFull-time

Company Overview

Cherry Hill Programs creates holiday and souvenir experiences for children and families across North America, partnering with retail locations, tourist attractions, and destinations. The company values safety, diversity, integrity, and collaboration, and strives to provide a positive work environment free from discrimination and harassment.

About the Role

As an Assistant Local Manager you will work alongside the Local Manager to lead the team responsible for creating magical holiday memories for children and families. You will support daily photo operations, motivate and develop the seasonal team, drive sales and service excellence, and ensure every family enjoys a memorable Santa visit and exceptional photo experience from start to finish.

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.

Requirements

  • Must be at least 18 years of age.
  • Strong communication, organization, time‑management, and problem‑solving skills.
  • Comfortable handling cash and sales transactions.
  • 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.
  • Ability to work a minimum of 20 hours per week or as needed.
  • Ability to lift and carry equipment up to 10‑25 pounds and stand for prolonged periods.
  • Nice to have: Previous leadership or management experience in retail, hospitality, customer service, or a similar environment.
  • Nice to have: High school diploma or equivalent.
  • Nice to have: Experience managing teams or operations across multiple locations.
  • Nice to have: Demonstrated success driving sales, guest experience, and operational results.
  • Nice to have: Experience with scheduling, training, coaching, and developing team members.

Benefits

  • Flexible scheduling to fit your lifestyle.
  • Same‑day pay options for early access to your paycheck.
  • Employee Referral Program.
  • Fun, fast‑paced environment where you lead a team that creates memorable experiences for families.
  • Opportunities beyond the season – potential return for future holiday seasons and growth within the souvenir photography division.
  • Exclusive Holiday Perks for you & your family:
    • One free visit with Santa 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.
    • Three free months of access to Pixie Post, our digital greeting‑card platform.

Schedule

  • Flexible scheduling to fit your lifestyle.
  • Availability required for evenings, weekends, holidays, and peak retail periods.
  • Minimum of 20 hours per week or as needed.

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