According to The Huffington Post, Calacanis' list of investments includes: Frequency, Blippy, BCKYRD, GDGT, Backupify, SignPost, Datastax, Rapportive, Gowalla, ChallengePost, Chartbeat, ubermedia, Jibe, SmartyPants, StorkBrokers, Thumbtack, CauseCast, ThisWeekIn Savings, FamilyFinds, LAUNCH, Uber, Groundcrew, Belgrave Trust, Hashable and Wanderfly.
Raised in Picher, Oklahoma, his first known band, Uncle Thumbtack, was formed in the early 1990s in Miami, Oklahoma with Boone Pickens and Fred Samuels, two lifelong friends.
From an early juncture, CZW was orientated towards hardcore wrestling, and Zandig himself has been involved in many ultraviolent matches since the company's inception, involving such objects as thumbtacks, fluorescent light tubes, barbed wire and even a weed wacker.
Rachel made her debut as Rachel Putski and on November 3, 2006, took part in the first ever Queen of the Deathmatch tournament, where she defeated Vanessa Kraven in a thumbtack death match in the first round, but ended up being eliminated in the quarter finals by the eventual winner of the whole tournament Mickie Knuckles in a taipei death match.