The effects of the incorporation of instructor humor in both the traditional and online classroom settings was examined. Students react to instructor humor in positive ways that demonstrate both increased engagement with the material and increased information recall following the use of instructor humor in lecture. Challenges of instructor and student relationship and connection within the classroom could be mitigated in part through the use of humor. Despite its challenges, instructors should incorporate humor in the classroom. The ability to project one's personality and connect with students in the classroom is a Key element in the effectiveness of humor as it relates to student engagement. In order to fully benefit from the incorporation of humor, instructors should play to their own strengths and talents in the delivery of humorous material in the classroom, both traditional and virtual.