The Ultimate List of Questions to Ask Yourself Monthly

In a world that moves faster each day, it’s easy to get caught up in the rush without pausing to reflect. Yet self-reflection is one of the most powerful habits you can develop to stay aligned with your goals, values, and personal growth. One simple but transformative practice is setting aside time each month to ask yourself intentional questions.

Whether you’re focused on personal development, career growth, mental health, or simply living more mindfully, having a go-to list of questions can make your monthly check-ins easier and more meaningful.

Here’s The Ultimate List of Questions to Ask Yourself Monthly to help you reflect, reset, and realign:

Personal Growth

What am I most proud of this month?
Where did I step outside my comfort zone?
What challenges did I face, and how did I respond?
What lesson did I learn recently that I want to remember?
What habits served me well, and which ones held me back?

Emotional Check-In

How have I been feeling overall this month?
What triggered my happiest moments?
What caused me stress, and how did I cope with it?
Did I prioritize my mental and emotional wellbeing?
How can I better support myself emotionally next month?

Relationships

Who made a positive impact on my life this month?
Did I make time for the people who matter most?
Are there any relationships that need more attention?
How did I contribute to my relationships positively?
Is there someone I need to thank, forgive, or reconnect with?

Career & Goals

What progress did I make toward my goals?
What wins am I celebrating at work or in my projects?
What obstacles slowed me down, and how can I adjust?
Am I still passionate about my current goals?
What is one professional skill I want to improve next month?

Health & Wellness

Did I honor my body with healthy choices?
How consistent was I with exercise, sleep, and nutrition?
What self-care practices felt most nourishing?
Where did I neglect my wellbeing, and why?
What will be my main focus for health next month?

Financial Check-In

Did I stick to my budget and financial plans?
What unexpected expenses came up?
What financial decision am I proud of this month?
Am I saving, investing, and spending in alignment with my goals?
What’s one small step I can take to improve my finances?

Creativity & Fun

How did I express my creativity this month?
What new experiences did I try?
When did I feel most inspired?
Did I make time for hobbies and leisure activities?
What is one fun thing I want to plan for next month?

Mindset & Motivation

What limiting beliefs showed up for me?
What affirmations or mindset shifts helped me?
How motivated did I feel, and why?
When did I feel the most energized and fulfilled?
What can I do to stay inspired and focused in the month ahead?

How to Use These Questions

Set a reminder: Schedule a consistent day each month, like the last Sunday, to sit down with these questions.
Create a ritual: Light a candle, brew a cup of tea, and find a quiet space where you can reflect without distractions.
Journal your answers: Writing things down helps deepen your reflection and track your growth over time.
Be honest and gentle: This isn’t about perfection—it’s about understanding and supporting yourself.

Final Thoughts

Your relationship with yourself sets the tone for everything else in your life. By taking time every month to check in, you’ll build self-awareness, strengthen resilience, and create a life that truly reflects who you are and what you want.

Start this month. Pick just a few questions that resonate with you—or go through the whole list—and see how a simple reflection session can bring clarity and motivation to your journey.

Your future self will thank you.