As I focus on my future and begin to picture what my life might be like in 5 or 10 years, I can't help but think things like:
"I better not set that as a goal, or at least not that soon"
"I don't want to dream of that, it's not realistic"
"I don't want to set up myself or Sarah for disappointed"
"I should lower my expectations to that way I feel more successful"
I think this is a natural self preservation way of thinking. And I think I know where at least some of it's roots lie in me. I grew up hearing a phrase like this, and maybe you did to: "Failure is not an option". Really? How that typically plays out is quite the opposite of it's intention. If failure isn't an option, if failure is something to avoid, then any reasonable person will only pursue options with a very high likelihood of success. I've always hedged my bets and done everything possible to minimize my risk of failure. Those are good practices in general, but that approach has it's limits and when you start to realize how much time you are spending NOT doing something just so it's "safe" or "responsible" you may find out that you stuck.
I propose when in that situation, failure might the best option. Try, fail, try again, fail again, all the time learning and growing until you succeed. Success is the goal, but when avoiding failure leads to complacency it's time to strike out and fail until you break that habit. Only problem with that? It's Terrifying. Or at least for me it is. But, identifying your fears is the first step in getting past them.
A generalization, I don't suggest you dive into a pool of spiders or anything, but maybe you should have than uncomfortable conversation or start on that business idea thats been in your heard for awhile now. Yea, you could fail, but better to fail now than do nothing. Better to fail now that later. I know I've heard this in context of startups "Fail Fast", but I never thought to apply it to my own life.
So... Failure is an option, it's likely a better option than what you're doing now. Go find something to try, and if you fail you will learn. In fact, I'll be working on replacing the word fail in my head with the word learn. Should I do this? Well, if it's something that I'll either be successful with or learn from, then yes.