Over 7 million students in the US choosing virtual education as they pursue their degree (U.S. Department of Education, 2021). With almost 10,000 business degrees offered online (GetEducated, 2021) digital classes now have to deliver meaningful learning experiences to prepare leaders for inherently relational challenges. This study examines how well online undergraduate students learned and connected in a 7.5-week leadership development course that used a peer coaching model. In this course design, two peer coaches met each week to process and provide feedback on the coursework. Experiential Learning Theory (ELT) suggests that learning is an individual transformation that occurs as learners move through four dialectically opposed learning modes: concrete experience, reflective observation, abstract conceptualization, and active experimentation (Kolb & Kolb, 2017). Learners make meaning of their experience (like conversations or coursework) by thinking about them and developing a mental model that influences their actions which changes the way they view new experiences. In this study, I illustrate how peer coaching supports this transformative process and can help learners expand their thinking not just academically, but personally and professionally too. Moreover, peer coaches emphasize diversity by acknowledging and leveraging markedly different mental models to enhance students’ depth of learning and relating. I used a convergent mixed-methods design in which qualitative and quantitative data were collected in parallel, analyzed separately and then merged. The reason for collecting both quantitative and qualitative data is to develop a better understanding of the effects of learning preference and affect because each type of data will provide different pieces of evidence regarding those effects. The quantitative data was collected using Qualtrics from self-report surveys using primarily Likert scales to measure learning outcomes, learning preferences, and affect as a part of class exercises. The qualitative data was collected from students’ open-ended reflection assignments about the benefits of differences in their peer coaches. The multiple regressions did not show that learning preference contrasts significantly predicted learning outcomes nor relationships. In contrast, positive affect did predict learning outcomes. The thematic analysis offered clues as to how positive affect improves both learning outcomes and the quality of the peer coaching relationship.