25 Questions To Ask Yourself

This blog post, “How To Become Wiser,” offers a great list of questions for reflection, organized around three main purposes: Seeking Perspective, Examining Yourself, and Developing Compassion. Introspection is my favorite tool for cultivating self-awareness and emotional regulation, and you don’t need a therapist or coach to develop your own practice—just a good set of questions. I wish I could memorize all 25, but instead, I’ve bookmarked them for those times when I’m confused, stuck, or need a journaling prompt. Here are a few of my favorites:

• What do I need in order to see this situation from a wiser perspective?

• Is this choice helping me move closer to my values or further away from them?

• What assumptions am I making right now?

• What needs is this person trying to fulfill right now?

— CD