Charlie Graham is an entrepreneur, advisor and investor who has spent the past 20+ years launching and building successful venture-backed startups.  Charlie specializes in identifying market needs, building and launching successful products, rapid iteration, growth by word of mouth, fundraising and creating successful product strategies.

Charlie is currently the Founder & CEO of Second Coffee LLC, an incubator of AI-first companies.

Previously, Charlie was CEO/Founder of Hawku, Inc, the leading marketplace for utility and gaming NFTs, backed by Lightspeed Venture Partners, Multicoin Capital, Dragonfly Capital, Animoca Brands and more.

Charlie also served as the Founder and CEO of Shop It To Me, the premier online personal shopping assistant. Under his leadership, the company experienced remarkable growth amassing over four million members primarily by word of mouth. Charlie successfully guided Shop It To Me through the facilitation of over $300 million in gross merchandise sales, culminating in its acquisition in 2023. The platform has received numerous accolades, including being named a Top 50 Website by Time Magazine, one of 12 sites that revolutionized shopping by Lucky Magazine, and receiving a Harvard Business School Alumni Growth Startup award. Additionally, it was selected as an "Editor's Choice" by O, The Oprah Magazine.

Previously Charlie was co-founder and Chief Technical Officer of Hipbone, Inc. which received over $12M in venture funding and provided enterprise-level chat and co-browsing solutions for Fortune 500 companies like American Express, Wells Fargo, Vanguard and Office Depot. Hipbone won the 2002 and 2003 Crossroads A-List awards and was acquired by Kana, Inc. in 2004.

Charlie is a lover of great product experiences, behavioral psychology, A/B experiments, building indispensable products, distance running, puzzle hunts (like the Stanford Game or MITMH), dance parties, indoor home-run derbies and other things that make my daughter, son and wife happy.

Charlie earned an A.B with honors in Computer and Information Technology from Harvard University, and an M.B.A from Harvard Business School where he graduated with high distinction as a Baker Scholar.