How to Write a Diary Entry About a Dilemma
Writing about a dilemma in your diary can help you process your thoughts and find clarity. Here’s a step-by-step guide to crafting a thoughtful and structured diary entry:

1. Start with the Basics
- Begin with the date and a greeting (e.g., “Dear Diary” or something personal).
- Mention your mood briefly to set the tone (e.g., “I’m feeling so conflicted today”).
Example:
January 10, 2025
Dear Diary,
I don’t even know where to start. My mind feels like it’s spinning in circles.
2. Describe the Situation
- Explain the dilemma in detail. What choices are you facing?
- Provide context so you can revisit it later and understand the situation better.
Example:
Today, I was offered two amazing opportunities, and I have no idea which one to choose. One is a new job that pays well but involves moving to a new city. The other is a chance to study a course I’ve always dreamed of, but it means staying where I am and earning less money.
3. Explore Your Feelings
- Write about how the dilemma makes you feel (e.g., excited, nervous, confused).
- Be honest and descriptive—this is your space to vent.
Example:
Part of me feels excited about the adventure the new job would bring, but another part of me is terrified of leaving everything behind. The thought of staying here feels safe, but will I regret not taking the leap?
4. Weigh the Options
- Break down the pros and cons of each choice.
- Ask yourself questions: What matters most to me? What would I regret more?
Example:
If I take the job:
- Pros: Higher salary, new experiences, and meeting new people.
- Cons: Starting over in a new place, leaving my family and friends.
If I stay:
- Pros: Comfort of familiarity, time for personal growth through the course.
- Cons: Lower income, and I might miss the chance for adventure.
5. Reflect on Possible Outcomes
- Imagine what life would look like after making each decision.
- Consider long-term consequences and your values.
Example:
If I stay, I’ll have the chance to grow academically, which might open doors later. But if I take the job, I’ll be pushing myself outside my comfort zone, which could lead to personal growth too.
6. End with a Resolution (or Lack of One)
- Conclude with your thoughts for the day, even if you haven’t made a decision yet.
- Commit to revisiting the issue or seeking advice if needed.
Example:
I don’t have an answer yet, but I know I need to follow my heart. Maybe tomorrow will bring some clarity. For now, I’ll sleep on it.
Goodnight, Diary.
Tips for Writing About a Dilemma:
- Be authentic: Don’t filter your thoughts—write as if no one else will read it.
- Use descriptive language: This helps you capture the emotions vividly.
- Reflect on the process: Writing can be as much about self-discovery as it is about solving the problem.
By following these steps, you’ll create a diary entry that not only documents your dilemma but also helps you process and work through it.