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Jamie O'Brien's work experience includes serving as a Business and Energy Litigation Attorney at Steptoe & Johnson PLLC since September 2009. Prior to that, Jamie worked as a Law Clerk to the Honorable Irene M. Keeley at the US Courts from September 2008 to August 2009. Jamie also worked as an Associate Attorney at Steptoe & Johnson PLLC from September 2007 to August 2008.

Jamie O'Brien attended Ohio Wesleyan University from 1998 to 2002, where they earned a Bachelor of Arts degree with a major in History and Psychology. They then enrolled at Yale University from 2002 to 2005, completing a Master of Divinity degree. Jamie continued their education at Washington and Lee University School of Law from 2004 to 2007, obtaining a Juris Doctor (J.D.) degree. In 2006, they briefly studied as a visiting student at Trinity College Dublin, pursuing a Master's in Law (LLM) program.