Don’t Quit on a Bad Day

Steve Cassingham
5 min readMay 27, 2024

I’ve had a lot of really bad days. Bank account negative, deals falling through, and absolutely crushed dreams. I know this isn’t a story that is unique in the slightest. It is something that we all face in one way, shape, or form. Whenever the bad things happen, it feels like my luck just won’t turn around. But this is simply all about perception. On one hand, those bad days are usually the best stories and the ones that I learn the most from. On the other hand, success and winning is a much better feeling. Navigating these moments and trying to keep the progress in the right direction is the biggest challenge to making it through. It is all about perspective.

My partner hiked the Appalachian Trail and she told me that one of the best pieces of advice that she heard was to never quit on a bad day. She told me this when I was having a pretty horrible day. In the moment, my first instinct was to find a way to disprove it because of my negative mindset at the time. Instead, I just sat with the thought because she was 100% correct. Quitting on a bad day never helps because you never know what the next day will bring and quitting something on a good day is the only way to truly know that a sound decision was made. It has almost become a comical moment whenever I have a bad day. After talking about everything that has gone wrong, I am simply met with, “But Steve, you know that whenever you have a bad day…

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Steve Cassingham
Steve Cassingham

Written by Steve Cassingham

“Creativity is the most powerful asset that we have that can shift paradigms.”