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Jerome Cates discusses his career as an educator and his time working for Texas State. He begins by describing his adolescence in Robstown, Texas, and recalling his high school, dating, working, and early teaching experiences in Beeville. Mr. Cates discusses how things have changed since he first came to the university, including San Marcos and the campus's growth. He tells of his work as the university's Chief Financial Officer, Head of Business Affairs, and briefly as an accounting professor. He also outlines the college's relationship with San Marcos, from the 1950s through now, and touches on topics such as integration, LBJ, and changing student attitudes. He shares his opinions on the work of Presidents John G. Flowers, James McCrocklin, Billy Mac Jones, and Lee Smith. Mr. Cates talks about his experience serving as interim president after Billy Mac Jones's resignation, during which he encountered challenges such as the streaking phenomenon that took hold of campus.

Max Winkler talks about how he got started in the CIA, primarily through working on a program dedicated to eradicating the spread of foot and mouth disease in Mexico in the 1940s and 1950s. Mr. Winkler describes his adventures and exploits, spending much of the interview discussing his role in training Cuban nationals to overthrow Castro during the disastrous Bay of Pigs in Cuba in the early 1960s. He details how Fidel Castro took control of Cuba and instituted communism, due in large part to Hugo Chavez, whom Mr. Winkler interviewed. Along with describing the trainees, Winkler recalls how the CIA treated number of imprisoned defectors. Mr. Winkler also shares how the U.S. worked with President Ydigoras of Guatemala during this period. Eventually, Mr. Winkler and his wife (also a CIA agent) left the Foreign Service and moved to New Braunfels. Mr. Winkler administered LBJ's Head Start Program in Central Texas, the first in the U.S., before becoming principal of Seele Elementary.