Retail Women in Tech is Breaking Barriers with Shannon Flanagan

S5:E4 Empowering Women in Retail Tech: A New Era of Leadership

In Season Five, Episode Four of The Retail Razor Show, hosts Ricardo Belmar and Casey Golden engage in a captivating conversation with Shannon Flanagan, a seasoned retail leader and founder of Retail Women in Tech (RWIT). Shannon shares her journey from folding jeans at 18 to leading billion-dollar business transformations and emphasizes the importance of embracing change and innovation in retail. The episode underscores the critical role of diversity and inclusion in driving the industry forward, touching on the challenges and opportunities for women in tech and retail. Shannon discusses her vision for RWIT, a community aimed at fostering connections, mentorship, and leadership among women and allies in the retail tech space. With insights on change management, the impact of AI in retail, and the power of allyship, this episode offers valuable perspectives for retail professionals and tech enthusiasts alike.

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About our Guest

Shannon Flanagan, founder of Retail Women in Tech, https://www.linkedin.com/in/shannon-e-flanagan/ - Retail Women in Tech, https://retailwomenintech.org

Shannon Flanagan caught the retail bug at 18 and never looked back. A retail strategist, AI enthusiast, and career change practitioner, she brings a 360-degree perspective on retail transformation—from product creation to customer experience—shaped by her work with hyper-growth startups to Fortune 500 retailers, consulting firms and tech companies. As a strategic partner and top industry voice, she collaborates with RETHINK Retail, RetailWire and the RetailAICouncil to drive conversations that shape the future of the industry.

As the founder of Retail Women in Tech, Shannon has built a global community dedicated to creating life-changing connections for women and allies who share a passion for retail and technology. As social as retail is, there are surprisingly very few communities representing every facet of the industry. Shannon is on a mission to change that—stay tuned for more to come!

00:00 Preview 

00:51 Show Intro 

05:26 Welcome Shannon Flanagan 

06:14 Shannon's Retail Journey Begins 

08:47 Insights on Change Management 

10:21 The Importance of Diverse Perspectives 

15:03 Challenges in Hiring for Innovation 

24:00 The Birth of Retail Women in Tech (RWIT) 

34:42 Addressing the Leadership Gap 

38:39 The Challenge of Asking for Help 

40:36 The Harsh Reality for Female Founders 

45:08 The Importance of Allies 

49:01 Building a Supportive Community 

59:32 The Future of Retail Women in Tech 

01:06:22 Final Thoughts and Call to Action 

01:08:53 Show Close

Meet your hosts, helping you cut through the clutter in retail & retail tech:

Ricardo Belmar is an NRF Top Retail Voices for 2025 & a RETHINK Retail Top Retail Expert from 2021 – 2025. Thinkers 360 has named him a Top 10 Retail Thought Leader, Top 50 Management Thought Leader, & Top 100 Digital Transformation Thought Leader, plus a Top Digital Voice for 2024. He is an advisory council member at George Mason University’s Center for Retail Transformation, and is the director partner marketing for retail & consumer goods at Microsoft.

Casey Golden, is CEO of Luxlock, a RETHINK Retail Top Retail Expert from 2023 - 2025, and Retail Cloud Alliance advisory council member. Obsessed with the customer relationship between the brand and the consumer. After a career on the fashion and supply chain technology side of the business, now slaying franken-stacks and building retail tech!

Includes music provided by imunobeats.com, featuring Overclocked, and E-Motive from the album Beat Hype, written by Heston Mimms, published by Imuno.