His definition may be the one used by such figures as Dennis Hastert and Newt Gingrich. There have been numerous references from the prohibitionists to "winning" the war on drugs, and to a "drug-free America".
Of course these goals are impossible, but much of the support for prohibition comes from belief in these "buzzwords" and that winning the war on drugs is achievable. These public figures need to be asked why they are promising something they cannot deliver.
I can make a much stronger case for the statement that we are winning that he can for "losing", and I'm not the deputy editor of The Wall Street Journal.