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Jeffrey Street's work experience begins in 1995 when they worked as an Associate at Corporate Decisions. In 1997, they joined Mercer Management Consulting as a Senior Associate and stayed there until 2004. In 2001, Street had a brief role as a Research Associate at Harvard Business School.

In 2005, Street joined Wells Fargo as a Senior Vice President, fulfilling various roles over the course of their employment. Jeffrey served as the Senior Vice President of Integrated Marketing Development from May 2005 to February 2011. From June 2009 to December 2014, they were the Senior Vice President of Retail Retirement, responsible for designing and launching the My Retirement Plan® online savings planning tool.

From January 2015 to August 2020, Street served as the Senior Vice President of Wells Fargo Advisors Digital, Product Development. During this time, they led a product team to design and develop new digital services, including their proprietary robo-advisory product, Wells Fargo Intuitive Investor®. From August 2020 to March 2022, they transitioned to the role of Senior Vice President of Wells Fargo Wealth & Investment Management Digital, Product & Platform.

Currently, Street holds the position of VP, Product & Service Innovation at Redwood Credit Union from April 2022 onwards. In this role, they lead product research, strategy, and development to deliver new and enhanced products and services, as well as improving the member experience.

Jeffrey Street attended Colgate University from 1991 to 1995, where they obtained a Bachelor of Arts (BA) degree in Economics. Following that, they pursued their Master of Business Administration (MBA) from Harvard Business School, completing the program from 2000 to 2002.