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
Find and Hire Top DevelopersWe’ve analyzed the programming source code of over 60 million software developers on GitHub and scored them by 50,000 skills. Sign-up on Prog,AI to search for software developers.