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In 1976, Santos upset in the [[Democratic Party|Democratic]] [[primary]] election veteran Sheriff Porfirio Lauro "P. L." Flores (1912-1993), the candidate of the then ruling Independent Club and the father-in-law of the subsequent [[district attorney]], [[Julio A. Garcia]].<ref>{{cite web|url=http://www.tshaonline.org/handbook/online/articles/wmiqt|title=Independent Club|publisher=[[Texas State Historical Association]]|accessdate=January 29, 2014}}</ref>Santos had been chief deputy under Sheriff Flores.<ref name=arambula/> Santos then faced no opposition in the [[general election]]. While he was sheriff, Santos graduated from the [[FBI]] Academy]  at Quantico,  [[Virginia]].<ref name=obit/>  
 
In 1976, Santos upset in the [[Democratic Party|Democratic]] [[primary]] election veteran Sheriff Porfirio Lauro "P. L." Flores (1912-1993), the candidate of the then ruling Independent Club and the father-in-law of the subsequent [[district attorney]], [[Julio A. Garcia]].<ref>{{cite web|url=http://www.tshaonline.org/handbook/online/articles/wmiqt|title=Independent Club|publisher=[[Texas State Historical Association]]|accessdate=January 29, 2014}}</ref>Santos had been chief deputy under Sheriff Flores.<ref name=arambula/> Santos then faced no opposition in the [[general election]]. While he was sheriff, Santos graduated from the [[FBI]] Academy]  at Quantico,  [[Virginia]].<ref name=obit/>  
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After three  four-year terms as sheriff, Santos himself was upset in the 1988 primary by another Democrat, Juan Garza, who held the office for four terms until his own defeat in 2004 by Ricardo "Rick" Flores.<ref name=arambula>{{cite web|url=http://madmax.lmtonline.com/textarchives/010305/s98.htm|title=Odie Arambula, Monday Wash: Newcomers, holdovers|publisher=''Laredo Morning Times''|accessdate=January 29, 2014}}</ref>
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After three  four-year terms as sheriff, Santos himself was upset in the 1988 primary by another Democrat, [[Juan Garza]], who held the office for four terms until his own defeat in 2004 by Ricardo "Rick" Flores.<ref name=arambula>{{cite web|url=http://madmax.lmtonline.com/textarchives/010305/s98.htm|title=Odie Arambula, Monday Wash: Newcomers, holdovers|publisher=''Laredo Morning Times''|accessdate=January 29, 2014}}</ref>
    
Santos' defeat is attributed to a failed attempt by inmates on February 3, 1986, to break out of the former jail while the new structure was still a few months from opening. The previous structure had been condemned by the Texas Jail Commission. The breakout attempt cost the life of a young jail guard, Jose Gerardo "Curly" Herrera<ref name=rgarcia/> (1963-1986), in whose honor an historical marker has been placed at the Webb County Courthouse.<ref>{{cite web|url=http://www.markeroni.com/catalog/display.php?code=TX_M_00009|title=Jose Gerardo "Curly" Herrera|publisher=markeroni.com|accessdate=January 29, 2014}}</ref>  
 
Santos' defeat is attributed to a failed attempt by inmates on February 3, 1986, to break out of the former jail while the new structure was still a few months from opening. The previous structure had been condemned by the Texas Jail Commission. The breakout attempt cost the life of a young jail guard, Jose Gerardo "Curly" Herrera<ref name=rgarcia/> (1963-1986), in whose honor an historical marker has been placed at the Webb County Courthouse.<ref>{{cite web|url=http://www.markeroni.com/catalog/display.php?code=TX_M_00009|title=Jose Gerardo "Curly" Herrera|publisher=markeroni.com|accessdate=January 29, 2014}}</ref>  
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