Question: Why is it considered that a person who is in a spiritual descent can only be lifted twice?

Answer: This is a law of Torah. The first time you should try to lift him; even if you fail, your attempts still connect with him..

The second time, you really are working with him, knowing that you have common desires, common Kelim (vessels). When you try to rise together and you feel that you are unable to pull him, you have to leave him. It means that a “human being” has not sufficiently developed within him in order to pull him together with his “donkey” (his animal part).
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From KabTV’s “Secrets of the Eternal Book” 10/19/16

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“You Shall Not Deliver A Slave To His Master”
Servants Of Their Own Freewill
Spiritual Work With A Desire Called “Slave”

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