He attended the University of California, Berkeley for his freshman year and graduated from Claremont McKenna College with a major in economics.

[citation needed] Arrington left the practice of law to join RealNames, which failed after raising $100 million.

[3] Arrington was co-founder of Achex, an internet payments company, which was sold to First Data Corp for US$32 million and is now the back end of Western Union online.

[3] His other entrepreneurial endeavors include co-founding Zip.ca and Pool.com, acting as chief operating officer for Razorgator, and founding Edgeio.

In early September 2011, Arrington was reported to be no longer employed by TechCrunch but associated with a new investment company, AOL Ventures.

[citation needed] In 2014, CrunchFund invested in BlueFly, an online retailer, which was bought, in May 2013, by affiliates of Clearlake Capital for US$13 million.