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Rob Hale has a diverse work experience, starting with their most recent position as the General Counsel & Corporate Secretary at SmartBiz Loans since November 2015. Prior to this, they served as a Senior Counsel (Consultant) at Union Bank in 2015, where they were responsible for corporate banking regulations and affiliate transactions. From 2010 to 2015, Hale worked as a Senior Counsel at Apollo Education Group. Earlier in their career, they were an Attorney at the Law Offices of Robert V. Hale from 2009 to 2010, and a Vice President and Senior Counsel at HSBC Finance Corporation from 2006 to 2009, responsible for advising on regulatory and compliance issues. Rob also held the position of Vice President at Providian Financial Corp. from 2000 to 2006. Hale began their career as a Project Manager at Tele Atlas from 1995 to 1998.

Rob Hale attended Sarah Lawrence College from 1985 to 1989, where they obtained a Bachelor of Arts degree in Literature and Philosophy. Later, from 1998 to 2002, they pursued a law degree at the University of San Francisco School of Law, specializing in Business Law and earning a Juris Doctor (JD) degree. Additionally, Rob Hale holds a certification as The Certified Information Privacy Professional - United States (CIPP/US) from the IAPP - International Association of Privacy Professionals, although the specific date of its attainment is not mentioned.