It's a perfect situation for Eddie that not only is he a majority shareholder, he is also the CEO. Because of this, he can orchestrate a controlled liquidation. Remember when Louis d'Ambrosio stepped down? I think it was because he said there was a family emergency or something like that. Did he really step down on his own or did Eddie convince him to do so, for Eddie's gain?
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Maybe the 'family emergency' was his wife insisting that he find a job his family could count on for longer than Sears will be around.
@OP - Everything that takes place at SHLD is for Eddie's gain; make no mistake about that! Yes, d'Ambrosio supposedly did leave SHLD to deal with a family emergency, however, the emergency must have dissipated quickly. Within six months of leaving SHLD he managed to find a new position as Chairman, Sensus USA Inc.
https://www.bloomberg.com/profiles/people/3481432-louis-j-d'ambrosio