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The adoption of online proctoring technology increased due to its potential to enhance exam integrity but integrating them into assessments introduces significant challenges for instructors. This study investigates how instructors experience and navigate the adoption of online proctoring during the COVID-19 pandemic. Interviews with faculty members reveal diverse approaches: minimal adjustment involve direct upload of traditional exams to digital platforms, while comprehensive adaptation require redesigning assessments using alternative methods like projects and oral exams. Findings highlight that despite technological promises to streamline assessment processes, instructors face increased workload due to technical troubleshooting and the meticulous design of alternative assessments. Understanding these challenges is crucial for developing supportive policies and resources that alleviate burdens and enhance educational practices in digital environments.