Ann Winblad is a software entrepreneur, venture capitalist, developer and businesswoman.  In 1997, Bill revealed to Time magazine that he had a questionable “arrangement” with his now ex-wife to annually meet his ex-girlfriend Winblad, even after his marriage. Every year, they spent “a long weekend” together at her Outer Banks, North Carolina beach residence enjoying several activities including long walks on the beach, intellectual conversations, and discussing biotechnology and modern films.