Except the new money was Kroenke, which is what we have now. The positives Dein seemed to bring were his influence on Wenger, nothing to do with his grand plans for the club. Most of us seem to agree that we should be doing better with the resources at our disposal and that is the main bone of contention, not our lack of funds per se. It seems Dein was wrong in that sense, that we didn't need massive external investment, just smarter business/management decisions, and his isolating himself fucked us over there. Although, as TT said, we should have been able to replace Dein's business nous better than we have.
Also, thinking about this idea that Dein steered Wenger in the right direction on transfer matters, surely if Dein genuinely has Arsenal at heart and had great influence on Wenger and Wenger in turn great respect for him, even after he left he could still have been a positive influence on Wenger? If Wenger thought so highly of his opinion have they not remained in some contact?