Born near Oakland: 16 famous people within 35 miles
The best known of them is Diane Sawyer, with articles in 32 languages. Closest of all is Beverly M. Vincent, from Brownsville, 10 mi away. Of the famous people on record, none was born in Oakland. Covington has the most of any town in Kentucky: 54.
#2 best knownCorey BrewerSports · born 1986+12more
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From Wikidata and Wikipedia: people whose birthplace is Oakland and whose English Wikipedia article agrees, ranked by how many Wikipedia languages cover each person. Nearby people are those born in a town within 35 miles; distances are town center to town center. People known mainly for crimes, and adult performers, aren’t listed. “The usual town” = everyone born in the towns gathered so far.