Seasonal Holiday Retail Manager - Shoppers World Brampton

About Us
Cherry Hill Programs brings the magic to every experience by capturing moments that last a lifetime. Partnering with retail locations, tourist attractions, and destinations across North America, we create millions of holiday and souvenir memories for children and families, year after year.

As our Local Manager, you’re the leader behind the magic. You’ll guide a team that turns a visit with Santa into a family tradition, running daily photo operations, driving sales and service excellence, and making sure every family leaves with a smile, a great photo, and a moment they’ll treasure for years to come.

Why You’ll Love Working with Us

• Grow as a leader: Gain real-world experience in team leadership, staffing and scheduling, coaching, sales performance, and problem-solving that will serve you well beyond the season
• Get paid faster: Same-day pay options give you early access to your paycheck
• Share the magic: Earn rewards through our Employee Referral Program
• Love where you work: Lead in a fun, fast-paced environment where your team makes memories for families every day
• Come back for more: Return for future holiday seasons and explore growth opportunities in our souvenir photography division, where available

Exclusive Holiday Perks for You & Your Family

• One free visit with Santa for friends and family, including 10 photo prints and 10 free holiday cards from Shutterfly
• A personalized digital message from Santa, powered by Portable North Pole
• 3 free months of Pixie Post, our digital greeting card platform

What You’ll Do

• Build a positive, team-first culture where everyone feels supported and motivated
• Create schedules and keep your site fully staffed, especially during peak times
• Recruit, hire, train, and onboard your holiday team
• Oversee daily operations and keep site performance on track
• Stay responsive to business calls and emails
• Drive sales, team performance, and cash handling compliance
• Verify and submit daily deposits and financial paperwork accurately
• Coach your team to deliver warm, exceptional guest service
• Build strong relationships with venue partners and vendors
• Partner with host venues to keep operations running smoothly
• Turn guest concerns into positive experiences
• Manage seasonal setup, breakdown, and equipment security
• Perform additional duties as assigned

What We’re Looking For

Must Haves:

• At least 18 years of age
• Strong communication, organization, time management, and problem-solving skills
• Confidence leading a team, working independently, and making sound decisions
• Availability to attend required pre-season training
• A flexible schedule, including evenings, weekends, holidays, and peak retail periods
• Availability to work approximately 40 hours per week, with additional hours as business needs require
• Ability to lift and carry equipment up to 10–25 pounds and stand for extended periods

Nice to Haves:

• Leadership or management experience in retail, hospitality, customer service, or a similar environment
• High school diploma or equivalent
• Comfort with Microsoft Office and other business technology
• Experience managing teams or operations across multiple locations
• A track record of driving sales, guest experience, and operational results
• Experience scheduling, training, coaching, and developing team members

We Work Together to Win Together
Our mission is simple: to bring magic to every experience by capturing moments that last a lifetime. We believe that building a diverse team, with a variety of backgrounds and experiences, is the best way to bring that mission to life.

Cherry Hill Programs strives to provide a positive work environment that values excellence in safety and quality, free from discrimination and harassment. Every employee plays a part in our Company’s success and makes this a great place to work. Our people are the heart of our organization and the foundation of our success. Driven by our core values of safety, diversity, integrity, and collaboration, we strive to promote a culture that supports and encourages creativity, fairness, and inclusion.