The youngest Paleozoic vertebrate-bearing continental deposits of North America are Middle Permian (Guadalupian) in age and occur in the Chickasha Formation (El Reno Group) of central Oklahoma and the lithostratigraphically lower San Angelo Formation (Pease River Group) of North-Central Texas. Although regarded originally as Guadalupian, these deposits have been assigned recently to the Early Permian on the basis of marine fossils and questionable lithostratigraphic extrapolations from marine to continental strata. A review of ammonoid genera recovered from the Blaine Formation, which overlies both the Chickasha and San Angelo in Oklahoma and Texas, shows that they range globally in age from the Early to Late Permian but most occur in the Guadalupian or Middle Permian. A modest but intensively studied paleobotanical record of compression fossils from the San Angelo, as well as palynomorphs in rocks associated with the Chickasha, presents an unquestionably Middle to Late Permian flora dominated by voltzian conifers. The Chickasha and San Angelo vertebrate assemblages are overwhelmingly dominated by large caseid synapsids and indicate a biostratigraphic signal of early Guadalupian. The occurrence of the tupilakosaurid temnospondyl Slaugenhopia, the parareptile Macroleter, and the eureptile Rothianiscus suggest a Roadian age (lowermost Guadalupian) given the global records of closely related forms. These plant and vertebrate assemblages contrast sharply with those of underlying Cisuralian rocks of the Hennessey Formation of Oklahoma and the Clear Fork Formation of Texas, both of which are much more fossiliferous than those of the Guadalupian in the region. A barren interval of up to 300 m in thickness separates these fossil-bearing intervals. This true void, first reported a half century ago by E.C. Olson, has not been recognized in recent biochronology studies. These findings, as well as those of other vertebrate paleontologists who have evaluated the San Angelo and Chickasha data by other means, strongly refute the notion of “Olson’s Gap” as currently entertained.