Jessica Gale

EVP, Chief Customer Officer

Executive with over fifteen years of business leadership experience, specializing in strategy, digital technology, eCommerce, and marketing. Outgoing, versatile team leader focused on building effective strategies and driving them through to execution and ongoing growth. Expert in conceptualizing and delivering cross-functional projects/programs and strategic initiatives in conjunction with managing day-to-day operations.

Guided by passion, persistence, and hard work with a reputation for relationship building and problem solving. Driven by evolving retail & technology landscapes to build capabilities and offer differentiated, seamless customer experiences across channels. Passionate about enabling businesses to thrive by empowering individuals, streamlining processes, leveraging technology and innovation – all with the goal of exceeding customer expectations and driving profitability.

Currently leading marketing at Harry Rosen with a focus on customer experience and customer outcomes. Returned to retail from tech, leading member engagement, member marketing and marketplace at League, to offer a next generation health and wellness benefits platform that aims to help people live healthier, happier lives. Previously led all Canadian operations for Payless Shoesource, with a focus on improving and growing its in-store, online and digital channels. Also led Holt Renfrew Ltd’s digital & omnichannel business, in addition to occupying other notable retail positions with leading fashion brands.

Columbia Business School, New York, MBA graduate with Dean’s Honours. Experienced in retail, beauty, eCommerce, digital, and marketing across discount, mid-tier, luxury, and high growth brands. Management consulting foundation coupled with product management/technology expertise and business unit (P&L) responsibility.


All Sessions by Jessica Gale

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Day 1: May 31, 2023

Day 2: Jun 1, 2023