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The man you see in this picture, appropriately holding a Dell Crossword Dictionary, is the father of the Puzzle Brothers, Richard Mackey (1921-1991). Oddly, it was Mom who had the crossword smarts in our family, doing all sorts of puzzles, but it was the ridiculously easy TV Guide 13's she excelled at.
As for that Dell Crossword Dictionary, you have to remember that at one time, Dell Crosswords were really very tough and unfair, particularly under the editorship of Kathleen Rafferty (and whose contributors included Eugene Maleska). You needed a book like the Dell Dictionary. It helped some that Dell was also in the hardcover business under the Delacorte Press imprint. Voila! Another way for Dell to make some money.
The Dell Crossword Dictionary survives as a "21st Century Reference" (though it really hasn't been updated since 1994) under the stewardship of Wayne Robert Williams, who was the editor of Dell Champion Puzzles. Most of the Champion puzzles are perpetually being recycled in the pages of Dell Crosswords Crosswords.
Thanks for letting us reminisce, and thanks to Debbee for unearthing this family relic. I believe I took the picture.