why does compassion succeed where self-esteem fails? Because self-esteem is always either delusional or contingent, neither of which lead to good things. To always feel like you’re awesome you need to either divorce yourself from reality or be on a treadmill of constantly proving your value. At some point you won’t measure up, which then craters your self-esteem. Not to mention relentlessly proving yourself is exhausting and unsettling. Self-compassion lets you see the facts and accept that you’re not perfect.