The transition from medical school to residency is a critical developmental phase; coaching may help students prepare for this role transition. We explored whether near-peer coaching could improve a specific workplace skill prior to residency. A resident-as-coach program was piloted for the medicine sub-internship, an advanced acting internship rotation. Between March and June 2021, 26 students were assigned a resident coach (n = 16). Resident coaches completed one training session, and student-coach dyads met for one coaching session on 'pre-rounding'- gathering patient data before rounds. The program was evaluated through surveys and focus groups. 20/26 students and 14/16 residents completed the survey. 19/20 students identified a pre-rounding challenge and reported increased pre-rounding efficiency; all committed to one actionable step for improvement. All 16 residents felt their coaching skills improved. In focus groups, students valued the program's focus on honing a relevant skill in a safe, near-peer setting. Residents expressed their intent to incorporate coaching into their future work. A resident-as-coach model can be effective in preparing students for residency, while concurrently building residents' coaching skills. [ABSTRACT FROM AUTHOR]