Sadness Journaling Prompts: 10 Reflections to Help You Heal
Explore 10 guided journaling prompts to help you process sadness, written by a licensed therapist. Use these reflections to understand your emotions and begin healing — in writing or in the Stoic app.
Updated on
July 22, 2025
Sadness is not a flaw — it’s part of being human. It can arrive slowly or hit hard, but either way, it’s asking you to pause and listen. These 10 journaling prompts, created by Jon Filitti (Licensed Mental Health Counselor), are designed to help you honor that feeling, explore what it’s trying to teach you, and gently guide yourself toward healing.
These prompts are also included in the Stoic app’s Emotion Check-In — a space to process your emotions in real time, with clarity and compassion.
10 Journaling Prompts for Sadness
Frequently Asked Questions
What causes sadness?
How does journaling help with sadness?
What if journaling feels too heavy right now?
Jon Filitti is a Licensed Mental Health Counselor in private practice in Dubuque, Iowa. He's been providing mental health services for over 25 years. His interests outside of counseling include writing, studying Stoicism and exploring connections between psychology and technology. His writing is intended to be educational and not to be considered a provision of therapy or counseling services.
Want to Try These Prompts with Guidance?
In the Stoic app, you’ll find these prompts as part of our Emotion Check-In, with calming design and space to reflect at your own pace.
