No question that most of us needs to have the ego take a backseat more often.
But I cannot help but compare this to negotiation. It is a lot easier when you negotiate from a place of abundance. Negotiating salary is easier when you do not need the job. Negotiating a house is easier when you do not need to buy that house.
I feel like the same applies here. Willingness to look stupid is a lot easier in situations where you have confidence and nothing to lose.