As often happens, your intuition comes to the rescue to point the way to truth and a deeper understanding of many, many things you encounter in your efforts to help the people who come to you. This young man indeed is being targeted—that is the reason for his many setbacks and obstacles. When things seem to collapse and fall by the wayside so there cannot be a follow-through and any persistent long-term success, the normal perception would be, it cannot be coincidence that this happens over and over unless the person is doing something to bring it about.
We can tell you that it is sometimes his doing and sometimes things manipulated completely beyond his control, but even when it is his doing in some way or another by making a misstep, so he gets off on the wrong foot and then something becomes unworkable or is canceled, he is manipulated to fail. And so, that is quite different than self-sabotage in the usual sense where people are reacting to an inner conflict and choosing to limit themselves in a misguided attempt to avoid success because they fear its consequences. Sometimes it is safer to fail and not have to take on the challenge of going further and experiencing the burdens of greater responsibility and having more at stake than before. Many people who have frequent failures in life fear success more than failure because it is unfamiliar and daunting, and in their mind becomes only something they will likely lose, and then the pain will be much greater than not having made the attempt in the first place and settling for a lesser existence, but at least they have not taken an active part doing their utmost only to be rejected and have it end in failure.
So his issues are solely external in origin. This includes much of the past negative karma that is the cause for his current suffering, and many things as well being worsened in their consequences because, as he is manipulated to have things go wrong, this does trigger inner conflict about the legacy of this having happened in multiple prior lifetimes. So failure is nothing new for him, it has been engineered to sideline him again and again. This has been preceded by lifetimes of great works and making a tremendous impact for the better on the world, and that is the reason he is being targeted relentlessly in this lifetime. So we would suggest rather than work on "self-sabotage," to work on the issue of "having plans fail when something goes wrong to limit his success." That leaves the author out of the equation and this is most appropriate, because even when he has a hand in things going wrong, he will not realize at the time the reason for his own actions—it is engineered and orchestrated to happen but without presenting a rationale.
This is what makes it so insidious as well as effective, because he will not see it coming, he will not have given it thought, simply acted on an inner impulse sent to him, so he will not have a basis for second-guessing things that could help him break out of this pattern. He cannot simply be more cautious, more careful, more discerning simply because he would like to see that happen. This is beyond his immediate control but the consequences to him are significant. It is a major source of a worsening of things that he carries the burden from many such experiences, all of which are traumatic to him. This is well worth attacking as a healing need and opportunity and it will benefit him greatly.
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