Sky is a 18-year veteran of technology startups, and began more serious investment and diversification after selling internet auction firm LiveBid.com to Amazon in the late 90s. He was the lead outside investor and board member in Realty Mogul’s seed round. He has built additional quantitative filtering technology to serve as the core of GILfund’s algorithmic screening and asset classification process. He graduated from the University of Puget Sound in Computer Science/Mathematics.