The decisions facing retail leaders aren’t getting any simpler. Customer expectations are shifting, growth is harder to unlock, and the playbook keeps being rewritten.
WIRLC: On the Road brings together executive leadership development and the real-world business challenges shaping retail today.
Through candid conversations with C-suite leaders, founders and industry innovators, thought-provoking panels, and valuable peer connections, you’ll gain fresh ideas and practical strategies for making smarter decisions, driving growth and leading through constant change.
At WIRLC: On the Road San Francisco, we’ll explore what it takes to grow, innovate and lead in an increasingly complex retail environment — from making smarter investment decisions to staying relentlessly focused on your customer and building teams ready for what’s next.
* Growth, profitability and prioritization: How leaders are making smarter choices about where to invest, what to pursue and what to let go.
* Innovation with the customer at the center: How to embrace new ideas and technologies without losing sight of what your customers truly value.
* Reinventing retail with courage: How leaders can challenge the status quo, navigate transformation, and make bold decisions in a rapidly changing industry.
* Building high-performing teams: Practical strategies for communication, talent and leadership when teams are under pressure and priorities are constantly shifting.
* A stronger framework for making growth, profitability and investment decisions.
* Practical ideas for keeping the customer at the center of innovation.
* Leadership principles for driving transformation and encouraging courageous decision-making.
* Actionable strategies for communicating priorities, developing talent and leading high-performing teams through change.
Arrive, check in, and connect with fellow attendees as the event begins.
Kick off the event with a brief welcome from our president and co-founder, Jennifer DiPasquale, who will provide an overview of the day’s schedule.
The holiday season remains the most critical period for retailers, but today’s shoppers are redefining what value, convenience, and personalization mean. As economic conditions evolve and consumer expectations rise, understanding the forces driving holiday spending has never been more important.
Join Mastercard for an inside look at the latest holiday retail outlook and the consumer behaviors shaping the season ahead. Drawing on exclusive insights from Mastercard Economics Institute, this session will explore where shoppers plan to spend, how they’re balancing budgets and indulgences, the growing influence of digital commerce, and the trends expected to drive holiday retail performance.
Each year, Women in Retail Leadership Circle partners with a nonprofit that gives back to our community in a meaningful way. Join us as we welcome this year’s nonprofit, the American Heart Association (AHA). The nation’s oldest and largest voluntary organization, the AHA is dedicated to fighting heart disease and stroke.
Retail leaders are under pressure to grow while making smarter, more disciplined decisions about where to invest, what to prioritize and what to let go. In this candid conversation, senior executives will share how they’re navigating customer acquisition, changing consumer expectations, profitability, AI and continued transformation while operating with limited resources. They’ll offer real-world examples of the bets they’re making, the challenges they’re facing and what isn’t working, giving attendees practical insights they can apply to drive profitable growth and win and retain customers in a constantly changing retail landscape.
Rothy’s started online and now serves customers through numerous brick-and-mortar retail stores, its website, and wholesale partners around the world. CEO Dayna Quanbeck joins Shopify’s Holly Dresden to share how stores have become a growth engine and where Rothy’s decides to focus next. They’ll explore what Rothy’s has learned as shoppers move between its stores and website, how Shopify supports those channels together, and what that foundation makes possible for Rothy’s next decade.
Recharge and connect with fellow attendees through a lively networking activity designed to spark conversation and new connections.
What’s it like to be a part of the Women in Retail Leadership Circle? Hear directly from a member of this amazing community of women.
Shoppers are hunting for value, tariffs keep reshaping costs, and artificial intelligence is changing how people find and buy products. Rithum’s Chief Marketing Officer and Head of Global Strategy Kim Miller is joined by Ellie Williams, senior vice president of product and design for a candid conversation on what’s happening in retail right now: how operations are adapting, how data is sharpening decisions, and where commerce is headed next.
In this TED-style segment, two leaders deliver powerful 15-minute talks centered on health, wellness, and more. Sessions include:
Shoppers expect instant, personal help at every step, and most retail teams can’t keep up. Using Seel’s AI for Sales and Support as an example, this session shows how AI built for e-commerce drives purchases, resolves post-purchase issues, and frees teams to focus on what matters, and how women in retail can lead the way.
Take a break, enjoy lunch, and connect with fellow retail leaders through engaging conversations designed to spark new ideas and relationships.
How do personal experiences shape the courage to lead—and the ability to see what’s next? In this fireside chat, Artemis Patrick, President and CEO of Sephora North America, will reflect on the experiences and pivotal career decisions that shaped her leadership. She’ll share her perspective on building a culture of belonging, spotting emerging consumer needs, encouraging bold ideas, and balancing new technology with human connection. Attendees will gain insights into Sephora’s next chapter and practical advice for navigating their own careers with confidence and courage.
What happens when artificial intelligence can take a retail team from an initial idea to a market-ready campaign? Cheryl Liu, CEO and co-founder of Raspberry AI, explores how AI agents are connecting workflows across design, merchandising, wholesale, marketing and e-commerce. Learn how an agentic platform can help teams move from trend research and product concepts to lookbooks, product imagery, and marketing assets — with people guiding creative decisions along the way. Retail leaders will leave with a clearer understanding of where to start, how to evaluate business impact, and what it takes to move from experimentation to everyday adoption.
Today’s leaders are navigating constant change — from communication breakdowns and burnout to managing teams, building confidence, and leading through uncertainty. In this interactive panel, executive coaches will tackle some of the biggest challenges professionals are facing right now and share actionable strategies, practical takeaways, and leadership best practices attendees can apply immediately. Expect candid insights, real-world advice, and tools to help you lead more effectively, communicate with impact, and grow with confidence.
Recharge and connect with fellow attendees through a lively networking activity designed to spark conversation and new connections.
Take an extended break to connect with other attendees and reflect on the afternoon’s sessions.
An opportunity to unwind, network, and continue discussions in a more informal setting.