Inside a 5-year tech gap: How Madhav Kondle upgraded Janie and Jack’s 17-year-old systems

Episode notes

Rebuilding retail tech isn’t just about shiny, new tools and platforms, it’s about creating a foundation that accelerates growth, integrates acquisitions seamlessly, and gives every team a single version of the truth. And Madhav Kondle , CIO of Janie and Jack, did just this. In this conversation, he reveals how he executed a company-wide technology overhaul following a major spin-out. When Madhav stepped in, the stack was years behind - legacy POS, broken data pipelines, disconnected ecommerce systems, and a backlog of tech debt that had compounded since 2017. In just two years, Madhav rebuilt the company’s entire ecosystem - modernizing POS, OMS, and ecommerce with Salesforce and Snowflake, unifying all omnichannel data into a single warehouse, eliminating the dashboard inconsistencies that frustrated merchandising, finance, and marketing, and shifting C-suite reporting from technical uptime to the business KPIs that actually drive revenue. So, if you're navigating M&A transitions, eliminating data silos, modernizing legacy retail infrastructure, or trying to build an analytics foundation fit for AI, this episode gives you a blueprint for doing it right.