25 Questions to Help Solve Problems That Seem Insurmountable

by Lori Deschene

“No problem is insurmountable. With a little courage, teamwork, and determination, a person can do anything.” ~Unknown

Some problems seem far too overwhelming to solve. When you’re buried in debt, or trying to bounce back from a huge error in judgment, it can feel like there’s no way out.

I remember when I first learned about my fibroids last year. Since I didn’t have health insurance at the time, I feared I wouldn’t be able to afford treatment—and I was tempted to beat myself up for allowing myself to be uninsured.

On top of that, I worried about my health. I wondered: Why did I develop those growths in my uterus? What if they grew uncomfortably large before I was able to remove them? And what if I had other undiagnosed conditions?

Overpowered as I was with fears and regrets, it felt nearly impossible to identify a solution. But there was one—and it was far simpler than I realized at first.

As soon as I focused and stopped getting caught up in “should haves” and “what ifs,” I started researching insurance plans, and found one for people with pre-existing conditions.

Of course, that was only the first step. I needed to find a good doctor, pick the best treatment, and set aside the money to pay for my part of the surgery. But it was all doable.

It may have taken several months, but eventually, I made my way to the other side of that challenge.

Now, three months post-surgery, I’m healthier and more energized, and though I know my fibroids can grow back at any time, regardless of what I do, I’m prepared to handle that if and when it happens.

I know that if the problem comes back, I can overcome it.

When we’re knee-deep in the messiness of an obstacle, it can feel like there’s no way around it. There isn’t—if we aren’t open to discovering it. We can only create and follow a plan if we believe it’s possible.

If your current challenge seems insurmountable, it might help you to step back and try to see things differently.

These questions may help you change your thinking about this problem—and discover the action steps to solve it.

Taking Responsibility

1. What part did you play in creating this problem?

2. Are you doing anything now that might exacerbate the issue?

3. Does a part of you want to hold onto the problem—maybe because it feels familiar or because there’s some pay off in keeping things as they are?

4. Are you waiting for someone else to step in and fix things for you?

5. Are you blaming someone else in a way that limits the action you can take?  

Putting Things in Perspective

6. On a scale of 1 to 10—10 being the biggest hardship you’ve ever faced in your life—where does this problem fall?

7. Will this issue be relevant to you in one year? One month? One week?

8. Think about the major areas of your life—work, family, and hobbies, for example. How many areas does this one problem impact?

9. How much of your stress comes from the problem itself, and how much of it has to do with how (and how often) you’re thinking about it?

10. If the worst that could possibly happen happened, could you get through it—and maybe even benefit in some way?

Addressing Your Emotions 

11. If you’re getting caught up in “what if” scenarios, can you remember other times when you imagined all the horrible things that could happen, and none of them did?

12. If you’re feeling overwhelmed, can you break the problem into smaller, more manageable parts?

13. If you’re feeling defeated, can you see this is a test of your strength—and impress yourself by rising to the occasion?

14. If you’re feeling guilty, can you express your remorse and begin forgiving yourself—and if not, what would it take to do that?

15. Can you make some time for deep breathing, meditation, or yoga to create some mental stillness?

Realizing It’s Not Insurmountable

16. Have you successfully addressed similar problems in the past?

17. Have other people overcome similar challenges—and can you learn anything about what they did?

18. If a friend came to you with this problem, would you reassure that person that he or she could get past this—and how would you envision that happening?

19. Could you do this if you had help? Who can you ask for help?

20. Can you visualize yourself getting through this (realistically, not through magical thinking)? If you can visualize it, you can do it!

Working Toward a Solution

21. Can you challenge beliefs and assumptions to create new possibilities for action?

22. When you create stillness and listen to your gut instinct, what do you learn?

23. What are your three strongest coping skills—and how can use them in this situation?

24. If other people have given you advice, what part of it resonates with you and why?

25. If you stopped making excuses and started taking action, what’s the first thing you would do?

You’ll notice the first four sets of questions all pertain to internal resistance. That’s because so much of problem solving has to do with getting our own way.

The solutions aren’t always simple, but they become a lot simpler when we focus, take it step by step, and make a conscious effort to stay calm.

By nature, problems are rarely easy, but they’re never solely negative. When we work through obstacles, we often find things in the clearance we didn’t think we’d see.

As you may recall, my surgery created an opportunity for me to seek and receive help and support in a way I hadn’t in years. It ultimately enriched my life in ways I’d never have predicted.

We can never predict what’s coming—but we can do our part to create it. What problem’s been stressing you, and what can you do today to change how you think about it and respond to it?


2 thoughts on “25 Questions to Help Solve Problems That Seem Insurmountable

  1. You have shared really good content with this blog post. I like that you included the questions that people can work thru on their own. It creates a call to action and that is the first step of solving any problem.

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