Step 1.

When we have choices in front of us, we also have a preferred one.
We always know of it.
Accepting that we know that choice, is the first step.

Step 2.
The next step is imagining the worst-case scenario once we have taken the choice.

Step 3.
And then, all we need to see is, if we are comfortable with that worst-case scenario.
Once we realize that we are comfortable, even with the worst, we are mentally prepared to go for it.