Overdeck founded Two Sigma Investments in 2001 withDavid Siegel and Mark Pickard, who is now retired.[12][13] The company's main office is in New York City with branch offices inHouston, London, and Hong Kong.[14] In January 2015, the firm had $34.21 billion in assets under management and as of May 2017, the firm had $41 billion.[7][15]
Two Sigma Investments also operates a market-making business, owns a Bermudareinsurance company, and runs aventure capital arm.[1]
On October 12, 2002, Overdeck marriedLaura Bilodeau, then a principal consultant for Stanford Research Institute;[9] she went on to foundBedtime Math.[19] They have three children and live inMillburn, New Jersey.[1][16][19] Laura Overdeck initiated divorce proceedings in early 2022 citing “irreconcilable differences”. According toThe Wall Street Journal, they do not have a prenuptial agreement.[20] Laura Overdeck also sued over the family's lawyers moving various family assets into trusts in Wyoming, saying it appeared to be a way tohide assets from her and the children.[21]
Overdeck competed in the 2019 National Museum of Mathematics's Masters Tournament, which raised almost $1 million, and placed third.[11]
In 2011, Overdeck and his wife Laura established the Overdeck Family Foundation, an organization that funds educational research andSTEM education.[3][22] The foundation's overall goal is to enable all American children to unlock their potential by strengthening learning in and out of school.[23]
The Overdecks' education philanthropy focuses on four key issue areas: "early impact", "exceptional educators", "innovative schools", and "inspired minds".[24] They have made gifts toRobin Hood Foundation for work byMDRC to study the long-term effects of various early childhood programs. The Overdecks have also supported theHarlem Children's Zone within its early impact strategy and theKhan Academy.[24] Other grantees have included the NJ STEM Teaching Fellowship, and Governor's School for the Sciences atDrew University inNew Jersey.[25] Laura Overdeck is an alumna of Governor's School and was instrumental in saving the program through private donations in 2006.[26][27]
In October 2018, The Overdeck Education Innovation Fund gifted $1 million to be distributed over the next three years by theWoodrow Wilson School of Public and International Affairs for research on education issues. This is the second gift from the Overdeck Family Foundation, the first of which was $1 million donated in 2016.[23] That same month, the Overdeck Family Foundation pledged $3 million toOpportunity Insights, a policy and research institute based atHarvard University that will publish data on the probability that children will escape poverty based on where they were raised.[28][29][30]