Decoding Gen Z and the Future of In-Mall Shopping Experiences

Myth busting on the impact of AI and other drivers of Modern Loyalty Marketing

April 30, 2025
11:00 AM ET

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About The Event

As shopping malls continue to evolve in the digital age beyond traditional retail hubs into immersive lifestyle destinations, understanding Generation Z's shopping behaviors has never been more critical. This highly connected, experience-driven generation demands more than just transactions—they seek immersive, engaging, and meaningful in-store interactions. But what does that mean for mall operators, retailers, and brands looking to build long-term customer loyalty?

This webinar brings together a highly experienced group of top retail mall operators —specifically leaders from Mall of America and Cadillac Fairview — to discuss how Gen Z interacts with in-store shopping, events, and experiences, and how these behaviors differ from some of the other generational cohorts.

Our panel includes:

  • Craig Flannagan, Vice President of Marketing at Cadillac Fairview
  • Matt McCormack, Digital Product & Loyalty Manager at Mall of America
  • Ben Chesser, Founder and CEO at Coniq

The aim of this discussion is to unpack Gen Z’s in-mall purchasing behaviors, their appetite for experiences, and their expectations for events and activations, including:

  • The rise of mall-based experiences, pop-ups, store-within-store, and entertainment as loyalty drivers;
  • How social media, digital integration, and sustainability are influencing purchase decisions; and
  • Strategies that mall operators and retailers are using to enhance customer engagement and loyalty.

We’ll also explore how Gen Z compares to Generation Alpha (the next wave of shoppers) and trailing Millennials (the late tail of this shopping group) and what that means for the future of customer loyalty.  Take a glimpse into the future of shopping malls – from tech-driven experiences to community hubs.

PRESENTERS

Ben Chesser

CEO & Founder
Coniq

Ben Chesser is the Founder and CEO of Coniq, the leading provider of customer engagement and loyalty technology for shopping malls. With over 15 years of experience, Ben has been at the forefront of bridging the gap between online and offline retail, helping shopping centers and retailers unlock the true value of their customers through data-driven strategies.

A passionate advocate for disruptive technologies, Ben is a recognized thought leader in the industry and has played a key role in developing and delivering some of the world’s most successful digital engagement solutions. Coniq works with several iconic destinations, such as Bicester Village, Mall of America, Tanger Outlets, and WAFI Mall. His deep industry knowledge and hands-on experience continue to drive measurable results for mall operators, retailers, and investors worldwide.

Craig Flannagan

Vice President, Marketing
Cadillac Fairview 

Craig Flannagan is a seasoned marketing leader with over 25 years of experience driving success at global powerhouses like IBM, Microsoft, and for the last 10 years at Cadillac Fairview, home to Canada’s highest-performing shopping centres. Known for a proven blend of strategic thinking and creative executions, he leads teams to bring big ideas to life and build passionate consumer communities through insight-led, inspiring digital and physical experiences. Some of his recent career highlights include building a robust digital advertising business including Canada's largest digital out-of-home screen, creating hundreds of immersive activations and experiences including the country's tallest Christmas tree, and cultivating the massive CF Insider digital community which engages shoppers each year at Cadillac Fairview.

Matt McCormack

Tennant Success Manager
Mall of America

Matt McCormack joined the Mall of America marketing team in 2022 to lead the development and launch of a new loyalty membership program—one of the first of its kind for a retail and entertainment destination. In 2023, he integrated MOA’s popular Holiday Rewards program into the new platform, enhancing value for both guests and tenants. With over 20 years of experience in sports and entertainment marketing, Matt has built a career on connecting with diverse audiences through innovative, integrated campaigns. Outside of work, he and his family of four stay busy with Irish dancing, high school theatre, and frequent travel adventures. 

HOST

Aaron Dauphinee, CLMP™

CMO
Wise Marketer Group

Aaron leads marketing and business development teams for the Wise Marketer Group (WMG), a customer engagement and loyalty marketing media and education company.  The Wise Marketer is the global source for unbiassed customer loyalty news, research and insight for the $202 BN loyalty industry.  The Loyalty Academy is the only source for marketers to earn the Certified Loyalty Marketing Practitioner™ (CLMP™) designation globally through a proprietary, practitioner-based curriculum.

Aaron is an award winning B2B marketer with nearly 25 years of consumer-centric and data-driven marketing, market research, and loyalty and rewards industry experience.  He is a recognized thought leader for how brands can use data intelligently to deliver value through their marketing efforts.

He is a marketing executive that has led the development and publication of The Loyalty Report for Bond Brand Loyalty; led marketing teams at Rubikloud (CMO) and Aimia; led client services for the small business division of what is now Gartner CEB; and delivered marketing strategy and plans for divisions of Alliance Data and Shell Canada.  Aaron also taught Marketing for 5 years at what is now Toronto Metropolitan University in Toronto, Canada.