Lessons in Positivity From a Diehard Pessimist

Anyone who knew me in high school or earlier, would definitely conclude that I am a pessimist. Those who know me now would probably not have a strong opinion, as I am not as vocal about my negative views these days as a used to be.

I always jump to the worst conclusions. Always. My attitude is that if I expect the worst, I won’t be disappointed.

It’s easier to be a pessimist, and to have low expectations. I’m not disappointed this way.

But just because something is easier and more comfortable does that make it what is best overall?

This attitude is comparable to never falling in love so that you don’t get hurt. Or never driving anywhere in fear of getting in a car accident. Or never having children so you won’t see them in pain. You won’t get hurt, but life is going to be incredibly boring and lonely. It is part of life to take risks, and part of life to get hurt sometimes.


Relating to this subject, I really love this book by Brene Brown, called Daring Greatly. In one of my classes in my final semester of grad school, we discussed the content of this book at length. Vulnerability and its importance are one of the main themes of the book. If you want an engaging book that really makes you think, and also causes you to reevaluate the way you view the world I highly recommend it. Buy it  on Amazon using the link below. (Disclosure: This is an affiliate link, so if you purchase something I receive a small commission at no cost to you. I only recommend products that I use and love. Thanks for supporting my blogging!)

Daring Greatly: How the Courage to Be Vulnerable Transforms the Way We Live, Love, Parent, and Lead


Vulnerability is an uncomfortable subject. It’s what opens us up to hurt, to pain, and maybe even to ridicule. But it is also what provides us with the most amazing things that life has to offer. The most incredible experiences ever that are more than worth the risk.

When it comes down to it, pessimism (for me at least) is a way of protecting my vulnerability. No one, (including myself), can tell me that I failed if my expectations were low. While expecting the worst might stop me from being disappointed when things don’t turn out right, it causes me to live my life in a gloom and doom manner. Which isn’t great.

Lessons in Parenting

When I look at my son, there are just a few things that make him unhappy. He doesn’t like his choices to be limited. I won’t let him chew on my phone, or fall face first into an empty bathtub, or any number of things that are dangerous or destructive. This makes him mad because he doesn’t get to do what he wants. If he gets hungry, needs to be changed, or if he is bored he also gets upset. But that is seriously it. He doesn’t think about how he could possibly be hungry in the future, or that mom might thwart his future attempts to explore. He lives in the moment, and doesn’t worry about unnecessary things in the future. Worrying about the future is one of my most frequent pastimes.

It is obviously not possible for me to be as in the moment and carefree as my son is. I have bills to pay, a job, and a family to care for. But I can learn many valuable lesson from him, one of which is to not worry so much about the future. That bright ray of sunshine deserves a mom who sees the world through optimistic eyes. I need to strive to not always assume the worst. This way I can allow him to live his life a little more independently in the future (When the adventures he wants to take are a little more well thought out than trying to fall face first into a bathtub of course).

Have you caught yourself being a pessimist and found the motivation or technique to change? Let me know in the comments below!


2 thoughts on “Lessons in Positivity From a Diehard Pessimist

  1. Hailey, love this weeks post!!!!
    You probably inherited it from me!
    I have always been one.
    I’m now using the idea, “If its broken I can’t break it anymore”
    right? So, try to fix it. This has been a long time motto and
    thought of mine, that has actually worked for the better.
    I have been using another philosophy, “Plan for the worst,
    then accept that what ever comes, will be OK”. Not sure, but it does sound negative. This one has worked well, financially,
    but not so well for other outcomes.
    We all do need a balance, that will keep us moving forward and without being stalemating our actions. I think you have overcome a lot for yourself, I applaud you for hard work in this
    area! Love, Grandpa

    1. Thanks Grandpa! And I absolutely agree, it is good to prepare for the worst financially, but not in other areas. Balance is key for sure!

Leave a Reply

Your email address will not be published.