challenging questions to ask yourselfAn important part of our personal growth is asking ourselves challenging questions and taking the time to reflect on our answers. Asking ourselves challenging questions isn’t always easy, but it can have a positive impact on our lives. Asking ourselves challenging questions can help us to be more intentional with our habits, actions, and behaviors.

Let’s look at 6 challenging questions to ask yourself right now.

Disclosure – This post contains affiliate links and I will be compensated if you make a purchase after clicking on my links. Any compensation I receive does not affect the price you pay.

Am I happy with my life right now?

Think about this question for a while. Roll it around in your head. This isn’t an – am I feeling happy at the moment question – which I certainly hope you are by the way. 🙂

It’s more an overall question of – Am I happy with my life as it is right now or are there major changes I would like to make?

Related posts – 

Will I be happy if I am in the exact same spot in 12 months’ time?

Imagine nothing changing over the next 12 months – next year is more of the same. Your job or business, relationships, weight, living arrangements, financial situation, health, and social life all stay exactly the same.

Basically, it’s more of the same.

Would you be content and satisfied with your life if nothing changed in a year?

What the hell am I waiting for?

So what was your answer? Would you be content and satisfied with your life if nothing changed in a year?

Perhaps your answer is yes. After all, you’ve worked hard to get your life exactly where you want it. If that is the case, I congratulate you. You’ve put in the hard slog and gotten to where you want to be (at least for now).

In this situation, it’s understandable you might want to stay in your comfort zone for a while. You’d like some time out to stop and smell the roses. Fair enough.

For those of you who answered NO however it’s a completely different story.

The people who answered no are craving more challenge, excitement, or success. There are elements of their life they really want to improve on or change.


The question now remains – what the hell are you waiting for?

Needing a little help, these excellent books can help.

What is stopping me?

If you have a head full of plans and dreams but nothing is happening then something must be stopping you.

It’s your responsibility (and nobody else’s) to ditch the excuses, work out what is stopping you, and get busy chasing after what it is you want.

It is your job to find the conflicts in your lifestyle that stop you from getting where you want to be.

I will give you an example. Say you want to start a project or side business in your spare time but lack of funds is stopping you (or that is at least the excuse you tell yourself).

Therefore your goal is to get out of debt or at least get yourself into a position where you can put some savings aside to get the ball rolling. Yet despite this goal, you make no changes to your shopping habits, socializing, or lifestyle. Somehow you think your debt will mysteriously vanish despite the fact that you are regularly spending more money than you earn.

In this case, you are the one holding yourself back.

What am I afraid of?

As we have discussed several times on this blog, it usually comes down to good old basic fear.

Fear that we will screw up, fear that we will take a huge risk and fall on our face. Fear of what other people will think of us. Fear of people viewing us differently. Basically, the list is endless, which is kind of my point.

There will always be fear lingering around in the background. If you are waiting for all of your fears to go away before you try something bold or different or new, you could be in for a long wait and as we all know, we only get so much time.

Waiting for fear to subside is not an option.

Fear and self-doubt go hand in hand. But the great news is self-doubt is a habit and habits can be changed. I recently completed an excellent course How to Break the Habit of Self-Doubt and Build Real Confidence by Mel Robbins over at CreativeLive.

You can read my review of the course here. If you want to get serious about breaking the habit of self-doubt, I highly recommend taking this course.

What plans do I have to make change happen?

Just for the record luck is not a plan. Nor is ‘let’s see what happens’. Nor is winning the lotto. Sitting back and doing nothing isn’t an option if you want to change the direction of your life.

Doing nothing means you will be in exactly the same place when next year comes rolling around (which takes us back to question 2).

You need to have a solid, well-thought-out plan to make things happen and you need to act on that plan. It goes without saying, I can’t stress the act part strongly enough.

Your plan will most likely need to be changed as you go along because you will find that some things work, while others don’t.

You may also need to change course, change direction, or change strategy at some point – but none of that matters.

The important part is that you are working on your plan, you’re the one in charge and you are making wonderful things happen in your life.

Challenging questions to ask yourself

Be brave enough to ask yourself challenging questions and take the time to think about, reflect on, and most importantly, take action on your answers.

If you enjoyed this post, please share it with your friends via social media. Sharing is always appreciated!

Read Next – 20 Questions to Ask Yourself if You Had a Tough Year