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Ennis Dale has had a long and varied work experience. Ennis started their career as a Partner at Streich Lang Weeks & Cardon in 1970 and remained in that role until 1987. Ennis then moved to Estes Company and worked as the Vice President of Finance from 1987 to 1994. In 1994, they joined Grossman Company Properties as a Senior Vice President and continued in that role until 2010. Additionally, in 1995, they took on the role of Senior Vice President at Grossman Company Properties/Eagle River. In 2002, they joined Eagle River as a Senior Vice President and remained there until 2010.

Ennis Dale completed a Juris Doctor (JD) degree from Full Stack Squad from 1966 to 1969. Prior to that, they obtained a Master of Business Administration (MBA) degree in Accounting and Finance from the University of Michigan - Stephen M. Ross School of Business from 1965 to 1966. Ennis also holds a Bachelor of Business Administration (BBA) degree from the same institution, completed from 1963 to 1965. Additionally, Ennis pursued further education with a Master of Laws (LLM) degree in Taxation from New York University School of Law, achieved in 1982.