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Doddie Regenold has a diverse work experience. Doddie began their career as a General Laborer at Nechville Concrete in 1998 and worked there until 2000. Doddie then joined VandeHey Company as a Garden Center Manager from 2000 to 2002. Doddie then transitioned to Staab Construction Corporation, where they held multiple roles. From 2002 to 2003, they worked as a Construction Laborer. Doddie then served as a Project Manager/Estimator from 2003 to 2014. Finally, they were promoted to the position of Director of Operations in April 2018 and continues to hold this role.

Doddie Regenold completed their education at the University of Wisconsin-River Falls from 1996 to 2000, obtaining a Bachelor of Science (BS) degree in Horticulture. Prior to that, they attended Pittsville High School from 1993 to 1996, but no degree or field of study information is provided for this period. It is unclear if Doddie pursued any formal education at the Association of General Contractors - WI, Dale Carnegie, or Innovative Management Solutions, as no start or end year, degree, or field of study details are mentioned for these institutions.