During his undergraduate years at Stanford, Spiegel was a member of the Kappa Sigma fraternity. The same fraternity chapter holding a record plagued with misconduct, including a temporary suspension due to violating the "Controlled Substances and Alcohol Policy."
The emails included talk of the fraternity brothers peeing on women, getting girls drunk so they could have sex, snorting cocaine and other disgusting activities.
In one email, Spiegel planned a "Legacies of our Two-Timing Forefathers" party in which they celebrated President Bill Clinton and Monica Lewinsky, President John F. Kennedy and Marilyn Monroe, and "Sally Hemmings (get some, Jefferson)".
After Gawker's Valleywag released the emails from 2009, 23-year-old Spiegel apologized, saying he is "mortified" at what he wrote in those emails.
"I'm obviously mortified and embarrassed that my idiotic emails during my fraternity days were made public. I have no excuse. I'm sorry I wrote them at the time and I was jerk to have written them. They in no way reflect who I am today or my views towards women," he told Business Insider.