Nothing will ever be attempted if all possible objections must first be overcome.
— Samuel Johnson

Peter Bevelin, in his book Seeking Wisdom from Darwin to Munger, says that we prefer to keep things the way they are. We resist change and prefer effort minimization. We favor routine behavior over innovative behavior. According to him, the more emotional a decision is or the more choices we have, the more we prefer the status quo, even in cases where the costs of switching are very low.

He explains that we want to feel good about the choices we make so we can justify our actions for others and ourselves. We are more bothered by the harm that comes from the action than the harm that comes from inaction. We feel worse when we fail as a result of taking action than when we fail by doing nothing.

Peter Bevelin wrote these guidances to keep in mind:

Deciding to do nothing is also a decision. And the cost of doing nothing could be greater than the cost of taking action.
Remember what you want to achieve.
Once we know what to do, we should do it. The 19th Century British biologist Thomas Henry Huxley says: "Perhaps the most valuable result of all education is the ability to make yourself do the things you have to do when it ought to be done whether you like it or not. It is the first lesson that ought to be learned, and however early a person's training begins, it is probably the last lesson a person learns thoroughly."

We usually reflect on what could go wrong if we try something new. What we don't often consider is the cost of the status quo. A good exercise is to ask yourself: "If I avoid this action or decision, what might my life look like in six months, twelve months, or three years? Please be sure to get detailed: emotionally, financially, physically, etc. This deep analysis won't make all your hard choices more manageable, but it can give you clarity and make many of them easier.