From a lightworker perspective, it makes a great deal of sense to share your shame. For one thing, you could be helping a ton of people by doing that! Steve is much more effective as a personal development counselor because he once flunked out of school. Byron Katie is more effective because she spent 2 years of her life in bed. No one would take advice from Mr. Perfect, or High School Valedictorian, someone who has never had any hardships.
From a darkworker perspective, it may sometimes be a good idea to share one's shame. It pulls in people who are drawn to that sort of thing. It's a sign of charismatic leadership. Roosevelt was more effective because he had polio. It doesn't always make sense though. It could be tantamount to begging for approval.
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