Series 2 Episode #1: Scaling E-commerce Technology - Mike Leonard on Replatforming, AI and Teams

from Leadership Roadmap · host Jon Humphries

What better way to kick off 2026 than getting back in the studio,Series 2 of the Leadership Roadmap starts with Mike Leonard, VP of Engineering & Data at Pet Circle.Mike shares practical insights on managing technical debt, the reality of "build vs. buy" decisions, and how to scale technical teams using AI as a force multiplier.We got into:02:14 The Journey of Replatforming a 13 Year Old Monolith → modern stack14:57 Vendor selection + integrating an agency team for the long haul32:31 Why e-comm is not “just a shop”25:38 AI inside the business + what’s coming customer-side42:08 Build vs buy - software decisionsMike’s perspective is super practical, especially around agility, risk appetite, and what really changes when you scale.Out next week on Apple & Spotify.LinkedIn Page: @Leadership RoadmapYoutube Channel: @Leadership Roadmap YT

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This episode was published on January 12, 2026.

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