Voices #024 - “Trust is What’s Broken, Right?” (Jenna Posner on Retail-Tech Disconnect) episode artwork

EPISODE · May 13, 2025 · 1H 3M

Voices #024 - “Trust is What’s Broken, Right?” (Jenna Posner on Retail-Tech Disconnect)

from EVOLVE Podcasts | Global Commerce Insights · host EVOLVE Commerce Club

In this episode of EVOLVE Voices,⁠⁠⁠⁠⁠ ⁠⁠⁠Edilsa Bueno⁠⁠⁠⁠⁠⁠ hosts Jenna Flateman Posner.Jenna Flateman Posner’s story is one of audacity—both on the rugby field and in retail boardrooms. A former athlete turned tech operator, she led digital transformation at SNIPES and Solo Brands. Now, Jenna is stepping into a bold new chapter with the formal launch of Chief Digital Agency, a consultancy focused on solving the disconnect between software vendors and retail teams. In this episode, Jenna opens up about how her boarding school days shaped her independence, how sports laid the foundation for her leadership, and what it really takes to build trust between retailers and tech partners. She also unpacks the tension between how tech is sold and how it’s implemented—and how her new venture aims to fix it.Jenna is the Founder and CEO of Chief Digital Agency, helping retailers close the trust and execution gap with their tech partners. She’s also the Co-Founder of the Retail AI Council, a recognized voice in retail tech, and holds a B.A. from Wesleyan University and an EMBA from the Quantic School of Business and Technology.For more about her new consulting venture, visit www.chiefdigitalagency.comEVOLVE Voices is a flagship initiative within the EVOLVE ecosystem, dedicated to amplifying the stories, experiences, and insights of extraordinary commerce leaders and ambassadors from the EVOLVE Commerce Club. Through a dynamic blend of interviews and live events, EVOLVE Voices unites diverse perspectives, while showcasing local experts who bring unique insights from their home markets to enrich our international community.Want to join the #01 community of senior commerce leaders spanning 42 markets?Request your application today: ⁠⁠⁠⁠⁠⁠⁠⁠https://www.evolve-community.com/⁠⁠⁠⁠⁠⁠Join our newsletter!Our community insights, global commerce perspectives, sent to your inbox every Weekend: ⁠⁠⁠⁠⁠https://evolvecommunity.beehiiv.com/subscribe⁠⁠⁠👉 Don’t forget to like, subscribe, and leave a review if you enjoyed this episode!

In this episode of EVOLVE Voices,⁠⁠⁠⁠⁠ ⁠⁠⁠Edilsa Bueno⁠⁠⁠⁠⁠⁠ hosts Jenna Flateman Posner.Jenna Flateman Posner’s story is one of audacity—both on the rugby field and in retail boardrooms. A former athlete turned tech operator, she led digital transformation at SNIPES and Solo Brands. Now, Jenna is stepping into a bold new chapter with the formal launch of Chief Digital Agency, a consultancy focused on solving the disconnect between software vendors and retail teams. In this episode, Jenna opens up about how her boarding school days shaped her independence, how sports laid the foundation for her leadership, and what it really takes to build trust between retailers and tech partners. She also unpacks the tension between how tech is sold and how it’s implemented—and how her new venture aims to fix it.Jenna is the Founder and CEO of Chief Digital Agency, helping retailers close the trust and execution gap with their tech partners. She’s also the Co-Founder of the Retail AI Council, a recognized voice in retail tech, and holds a B.A. from Wesleyan University and an EMBA from the Quantic School of Business and Technology.For more about her new consulting venture, visit www.chiefdigitalagency.comEVOLVE Voices is a flagship initiative within the EVOLVE ecosystem, dedicated to amplifying the stories, experiences, and insights of extraordinary commerce leaders and ambassadors from the EVOLVE Commerce Club. Through a dynamic blend of interviews and live events, EVOLVE Voices unites diverse perspectives, while showcasing local experts who bring unique insights from their home markets to enrich our international community.Want to join the #01 community of senior commerce leaders spanning 42 markets?Request your application today: ⁠⁠⁠⁠⁠⁠⁠⁠https://www.evolve-community.com/⁠⁠⁠⁠⁠⁠Join our newsletter!Our community insights, global commerce perspectives, sent to your inbox every Weekend: ⁠⁠⁠⁠⁠https://evolvecommunity.beehiiv.com/subscribe⁠⁠⁠👉 Don’t forget to like, subscribe, and leave a review if you enjoyed this episode!

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Voices #024 - “Trust is What’s Broken, Right?” (Jenna Posner on Retail-Tech Disconnect)

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This episode is 1 hour and 3 minutes long.

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This episode was published on May 13, 2025.

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In this episode of EVOLVE Voices,⁠⁠⁠⁠⁠ ⁠⁠⁠Edilsa Bueno⁠⁠⁠⁠⁠⁠ hosts Jenna Flateman Posner.Jenna Flateman Posner’s story is one of audacity—both on the rugby field and in retail boardrooms. A former athlete turned tech operator, she led digital...

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