The 15 Top Questions To Ask Yourself Every Month


If you feel lost, a Monthly Reflection is one of the greatest habits you want to build.

And if you learn to do it right, it becomes one of the most valuable skills in the path towards the life you want.

What I call “Monthly Reflection” is simply the action of analyzing how the past month was for you, at the end of each month.

On your Monthly Reflection you’ll want to document:

  • how you felt during this month,
  • how closer you are to your goals than you were the month before,
  • which things you could improve, which new habits (good or bad) you started to build,
  • and much more.

This is something I started doing around four months ago and it’s helped me tremendously to know myself better and see:

  • what I did right;
  • what I did wrong;
  • what I accomplished;
  • what turned out as planned;
  • what didn’t turned out as I thought it would;
  • and how I can plan my goals in a more realistic and effective way.

The best part? It’s pretty easy to do!

It’ll take you around 20 minutes a month and you’ll need around 2-3 pages to complete the exercise.

But of course, that depends on a lot of factors.

Doing this will help you plan your next month according to all the things you learned and achieved.

For me, it’s absolutely vital to look back and see how far you’ve come as well as how much you’ve changed.

If you start your year with a plan in mind, it’s not a good idea to just keep pursuing that goal without thinking.

We change so much day after day that it’s possible that some of your goals at the beginning of the year start losing importance and relevance as time goes on.

Plus, we learn new things, methods, and approaches every day, right? So it’s not clever to keep using outdated strategies if you’re learning new ways to get where you want to be.

I’ve found this to be true especially in the last year because I’ve made it a mission to keep learning every day.

So, in this post, I want to show you exactly what I ask myself at the end of each month so you can approach your next month’s planning session with a fresh perspective.

15 Top Questions You Should Ask Yourself On Your Monthly Reflection

Photo by Kelly Sikkema on Unsplash
  1. Which was my most recurrent feeling this month?
  2. Which was my most recurrent thought this month?
  3. Did I complete my habit tracker? If not, why not?
  4. Which of the new habits that I wanted to build feels natural to me now?
  5. Which of the new habits that I wanted to build aren’t what I expected?
  6. How many of the monthly goals that I set for this month did I achieve?
  7. How many of the monthly goals that I set for this month didn’t I achieve? Why didn’t I? No excuses.
  8. Do I feel satisfied with how this month was for me? Why? Or why not?
  9. What was the most challenging thing this month?
  10. How did I deal with it?
  11. Which of the things I did this month made me feel proud of myself?
  12. Which things that happened this month make me feel the most grateful? List at least 5.
  13. What did I do this month that I need to stop doing?
  14. Which are the most important lessons I learned this month?
  15. What would I like to keep doing next month that I did this month?
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These questions can work like prompts for this monthly journaling session.

That means that you don’t have to answer all of them and that if you want to write about something else, you can totally do that too!

What I love the most about this habit, and the reason why I know you’ll love it too is that it allows me to plan my next moves with an improved strategy that feels real and totally doable.

It’ll also help you ponder the month that’s about to end; if that month felt like total mayhem, this little exercise can help you see that it wasn’t that bad after all.

It helps you realize that there’s always something to feel grateful for 🙂

Plus, it’s an opportunity to list the most valuable lessons you learned, which helps you internalize them.


Failure is nothing more than a chance to revise your strategy.” — Anonymous

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