Facilitation of online discussions presents a challenge to online learning instructors. Unlike in face-to-face courses, students in online learning do not have physical contacts with instructors. They might view instructors as authoritarian figures and perceive instructor's comments as impersonal. This article details the author's personal experience in applying questioning as facilitation strategies in online discussions: identifying situations that call for facilitation, classifying question types, and choosing question types by situations. The author of the article reflects upon her experience and shares insights that might be helpful to online learning instructors who are interested in utilizing questioning as facilitating strategies in online discussions.