Karthikeyan Janakiraman
Chief Technology Officer at Realtor.com
Austin, Texas Metropolitan Area, United States
About Karthikeyan Janakiraman
Karthikeyan Janakiraman is Chief Technology Officer at Realtor.com. Location: Austin, Texas Metropolitan Area, United States.
As a technology executive with 20+ years of experience, I specialize in building world-class platforms, modernizing legacy systems, and driving enterprise transformation through AI, data, and cloud-native architectures. I’ve led technology at scale from startup velocity to enterprise complexity and delivered results that blend deep technical execution with strategic business impact. At Chewy, I helped grow the company from $2B to $11B+ by re-architecting ecommerce, pharmacy, and healthcare platforms, building AI-driven systems that replaced vendor solutions, and leading high-performance teams from 6 to 280+ engineers. Key outcomes: Built a proprietary AI recommendation engine that drove $100M+ in attributable revenue in its first year replacing a commercial vendor stack. Launched an in-house pharmacy and drug manufacturing platform transforming Chewy into a vertically integrated healthcare provider. Scaled cloud-native platforms across ecommerce and healthcare domains improving observability, resilience, and velocity. I lead with a product mindset and operator discipline aligning technology strategy with business growth, building future-ready architecture, and developing resilient, autonomous leaders. I focus on long-term technical investments, clear decision frameworks, and creating leverage through systems that scale. I bring the depth of a platform architect, the urgency of an operator, and the vision of a transformational leader. My goal: to build technology that is invisible when it works but undeniable in the value it creates.
Skills
Additional experience
Vice President of Software Engineering
Chewy
April 2022 – August 2025
Education
- MCA, Shiv Nadar University Chennai - MBA
- BCom, University of Madras