The problem of self-esteem is not really a problem. There's a concrete answer that corresponds to every complaint.
The problem with most sufferers is that they think they're unique. But it's really all quite predictable, obvious patterns we recognize.
What is obvious and predictable, then, can be matched to the corresponding answers by a simple device.
The small device I propose is a spin wheel, matching the complaint to the cure. "I have no self-worth" to "Then why do you care so much?"