Summary
Charlie Graham is a serial founder and CEO with 20+ years of experience taking companies from 0→1 and scaling them to large outcomes, including Shop It To Me (8M users, $350M+ GMV, acquired) and Hawku (3M monthly users within three months). He blends strategic vision and hands-on technical execution—building data systems for nearly two decades, prototyping with AI in days, and repeatedly turning product ideas into user "obsessions." Currently he runs Second Coffee, an AI-first venture studio focused on voice AI, operational automation, and AI visibility across emerging chat search systems. A Baker Scholar MBA from Harvard and long-time Alchemist mentor, he routinely helps early-stage CEOs refine PMF and eliminate costly manual work using AI, sometimes saving clients $40K+/year. Not obvious from headlines: he pairs deep pattern recognition from past consumer and enterprise exits with rapid, practical AI-enabled prototyping to validate markets before scaling.
10 years of coding experience
26 years of employment as a software developer
A.B Computer and Information Technology, A.B Computer and Information Technology at Harvard University
MBA, MBA at Harvard Business School
San Mateo High School