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Keith Degenstein has a diverse work experience spanning over several industries. Keith began their career in 1995 with AutoNation, where they held various roles including GSM, Finance Manager, Asst. Sales Manager, and Salesman. Keith then moved on to positions with Americredit/Bayview/Longbeach Acceptance as a Regional Account Manager from 2005 to 2009, and Horizon Credit Union as a Senior Mortgage Loan Officer from 2010 to 2011. Following this, they worked at Gateway One Lending & Finance as a Dealership Regional Account Manager from 2011 to 2013. Keith then joined Larry H. Miller Dealerships as a Financial Director from 2013 to 2017, achieving notable success as a "producing" Director of Finance. Keith later worked at Revolos as a Dealer Development Manager and corporate trainer, from 2017 to 2019. Currently, they hold the position of Vice President of sales and development at Tri-State Services Inc., a division of AUL Corp., since October 2019.

Keith Degenstein's education history includes the following:

- In 2006, they obtained an AFIP certification, although no specific degree or field of study is mentioned.

- In 2001, they became certified by ADP/CDK, but again no degree or field of study is specified.

- From 1989 to 1992, Keith attended the Community Colleges of Spokane, where they earned an Associate of Arts (AA) degree in Business, Management, Marketing, and Related Support Services.