Following the principles of Stoicism doesn't meant you suppress or ignore emotions. It does mean that you examine their cause and experience them in non-harmful ways. The practice of Mindfulness is a big help in this endeavor.
The amount of suckitude you will experience increases proportionally with the size of the failure. But dealing with failure is an important life lesson we need to learn and Stoicism can be a great help.
Our world is a pretty crazy place. Being a living, breathing and thinking being in this world seems to confront you on an almost daily basis with situations and events that make you wonder how in the world humanity ever crawled out of their caves and advanced to the levels are at now...or gives you ...
During my early career I was in a state of almost constant frustration over finances. I knew that I had a lot to learn, but I didn't really know where to start. Luckily technology can help address the knowledge gap.