Prasath Chandrasekaran
I’m a founder, product exec, and hands-on early-stage investor with 20+ years across AI, enterprise SaaS, and digital transformation. My background spans the full arc: from launching startups from scratch to scaling AI-native platforms to millions in value, and advising Fortune 500 firms on tech-led growth.
Today I am a VP, Product at Machinify, an AI platform that processes over $250B in payments annually, prevents $10B in waste, and powers critical pricing and fraud detection infrastructure. Before that, I founded and scaled Infinity, a B2B SaaS company that grew to $3M ARR and 100+ data teams across the U.S., EU, and India.
I’ve also worked as a fractional CPO and executive leader, helping both startups and public companies shape their Gen-AI strategies, launch AI-native products, and unlock big revenue and margin gains. Earlier in my career, I spent a decade in consulting, leading large-scale transformation programs and GTM efforts across banking, insurance, and retail.
As an investor and advisor, I gravitate toward AI-native infrastructure and vertical SaaS companies building real defensibility and simplifying complex workflows. I’m part of Arbor Street Ventures and work closely with founders post-investment on product-market fit, storytelling, hiring, and GTM design.