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Jennifer Augello-Osborne has a diverse work experience in the field of education. Jennifer started their career in 2001 as a Middle School Teacher at Columbia Middle School. After two years, they transitioned to working as a Special Education Paraprofessional at Bennett Elementary School for a brief period. In 2011, they became an Adjunct Instructor at Front Range Community College, where they taught until 2014. In the same year, Jennifer joined Poudre School District as a Certified Teacher and served in this capacity until 2022. During their tenure at Poudre School District, they also worked as a Substitute Educator at Lesher Middle School. Jennifer's most recent work experience is at VIPKid, where they have been employed as an English Second Language Teacher since 2019.

Jennifer Augello-Osborne obtained their Bachelor of Education (BEd) degree in Elementary Education and Teaching from Trinity International University, where they studied from 1996 to 2000. In addition to their degree, they have obtained several certifications related to their field. In July 2003, they acquired a Professional Teaching License for grades K-6 from the Colorado Department of Education. Most recently, in July 2019, they obtained a Substitute Teacher Certificate for grades K-12 from the same institution.