Failure is always a possibility when we embark on a new endeavor. As humans, we're hardwired to want to reduce or eliminate risk. But the fact that something might not work is a poor excuse for not doing it.
In fact, many things worth going after are more likely to fail than not.
So how do we decide what to pursue? Start by comparing the potential downside with the upside. If the downside is minimal and the upside is high, you should probably do it, even if failure is likely.
Embrace the risk, then take the leap.
When you keep your eyes open to the chances you're taking, it frees you to live without regret, content with the knowledge that you made the best decision you could with the information you had.
See also: Set Out to Be Wrecked