Instructional approaches in higher education that foster learning based on internal values are required with the enrollment of wider and more diverse audiences. The current study explores this challenge with a focus on the relationship between students' learning cultures and the way instructors' view them. We interviewed 76 students and six instructors at an established academic institution. Data comprised of 210 students' and 146 instructors' utterances that were analyzed using mixed methods. Findings revealed a mismatch of instructors' conceptions about the learning culture of the typical student, potentially leading to compromises in their teaching practices. We provide evidence that reciprocal relations exist between cultures of teaching and learning, contributing to the wicked challenges of rethinking the role of teachers in reinforcing passive learning cultures in undergraduate education. Adoption of internal-based values teaching approaches can help break this feedback loop.