About
Wenceslaus Dsilva
Chief Technology Officer with 20+ years of architectural leadership across serverless, AI/ML, cloud infrastructure, and high-scale product engineering. Currently CTO at Rooftop, an art marketplace where I lead technology strategy, platform engineering, and creative technical innovation.
My career spans the full arc of the modern web — from data automation at Tata Consultancy Services in 2006, through the early mobile era at ePaisa and CouponDunia, to founding and scaling technology organisations at IndieFolio, Food Darzee, and EasyTech Innovations. Each chapter added a layer: distributed systems, payment architecture, AI/ML pipelines, serverless infrastructure, computer vision, and immersive product experiences.
At Rooftop I shipped Lift — an AI-powered multilingual storytelling platform that brought 300+ artworks to life with animated narration across 10+ languages, accumulating 10,000+ views. I also designed and built a gallery kiosk in Flutter on Raspberry Pi, connecting physical gallery visitors to the digital catalogue with a postcard printer — delivered in 4 weeks. A liveness verification system for seller onboarding, built in Angular with TensorFlow.js, shipped in 8 days and eliminated manual review overhead entirely.
At IndieFolio I built a colour-based search engine using Elasticsearch — the first of its kind in the creative community space — and maintained 100% platform uptime for three years during 10x user growth. At Food Darzee I automated 80% of supply chain operations and scaled from 1,000 to 10,000+ daily active subscribers. At EasyTech I designed multi-gateway payment failover architecture that maintained 99.99% uptime across $50M+ in transactions in the first year.
I hold an Elasticsearch Certified Engineer certification and a Google Cloud Professional Architect certification, and graduated with a B.Sc in Information Technology from St. Andrews College, Mumbai University.
I am open to senior technology leadership roles — CTO, VP Engineering, and Principal Architect positions at organisations where technology is a primary strategic differentiator and where leadership means building things that matter at scale.
Selected Work
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