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Anna Swihart's work experience includes positions at various educational institutions. In 2001, they began their career as a Medical Assisting Faculty member at Ivy Tech Community College. During their time there, they supervised externship students, developed statewide online courses, and maintained course materials. From 2011 to 2017, Anna worked as an Instructional Designer at Sinclair Community College, where they consulted with faculty on instructional design for online courses, served as a project manager for course development, and prepared resources for faculty. In 2015, Anna worked as an Instructional Designer at The CE Shop, Inc., where they collaborated with subject matter experts to develop online content and ensured compliance with curriculum objectives and regulatory requirements. From 2017 to 2019, they joined Miami University as an Instructional Designer, leading the instructional design team's planning, developing and implementing team processes, and assigning course development projects. More recently, Anna has worked as an Instructional Designer at Orbis Education since 2019, though no end date is provided.

Anna Swihart has a diverse education history. Anna first attended Ohio University from 1995 to 1999, where they obtained a Bachelor of Science (BS) degree in Community Health Education. Anna then pursued a Master of Science (MS) degree in Community Health Education at Ball State University from 1999 to 2000. Finally, they completed their education by earning a Master of Science (MS) degree in Instructional Design from Walden University from 2010 to 2012.

In addition to their formal education, Anna Swihart has obtained several certifications. In October 2019, they completed the Agile Instructional Design and Inclusive Instructional Design certifications from LinkedIn. In November 2012, they obtained the Quality Matters Peer Reviewer certification from QM Quality Matters.