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was his apt attached to a liquor store maybe?
Or, in a similar vein, if he was as much a drinker as is being made out, then there are likely some anchor spots to check out, especially if his presence was more or less pinned down for an entire decade in the 1990s. What package stores and liquor stores are nearby? Are the ones from the 90s still in operation and under the same ownership? If so, go flash his picture to said proprietors. "This guy ever come in and buy booze?" Local dive bars, same thing.
That loci of local drink is probably among the few public venues he would have reliably frequented.