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The Watson Weekend

Hosted ByRick Watson & Jess Lesesky

Welcome to The Watson Weekend – a rollicking weekly live conversation (and dance party) about all things retail, tech, and ecommerce! Hosts Rick Watson and Jess Lesesky and guests from all around the ecommerce world cut through the BS and bring you no-nonsense conversation, deep insights, and opinions that aren’t afraid to be contrarian.

The Watson Weekend | Episode 50: The Evolution of Ecommerce: Innovation, Efficiency & What’s Next w/ Dimple Rao | Watson Weekend LIVE

Ecommerce has come a long way, but are we still innovating—or just optimizing? In this episode of Watson Weekend, we sit down with Dimple Rao, a seasoned product management leader with over 15 years of experience in retail and digital commerce.

We dive into:

✅ How ecommerce innovation has evolved (and where it’s stalled)

✅ The balance between efficiency and true disruption

✅ What the future of retail and customer experience looks like

✅ The biggest challenges brands face when trying to innovate

From Amazon’s early days to today’s AI-driven commerce landscape, we unpack what’s changing, what’s staying the same, and how businesses can truly push the industry forward.