In an industry which traditionally relies heavily on apprenticeship jobsite instruction is critical. The article makes heavy use of the work done by David Kolb and Roger Fry who created the Experiential Learning Cycle. This model is applied to coaching an apprentice carpenter performing a new task without interfering with production. The lead carpenter presents their experience similar tasks. They then facilitate reflection by probing with open-ended questions to test apprentice’s comprehension. Follow-up questions are asked to stimulate further thought on how to respond to challenges that their task. Finally, I would allow the apprentice to apply the new knowledge while monitoring their work.