
Oswalt began 2000 with the Class A Kissimmee Cobras of the Florida State League, going 4–3 with a 2.98 ERA before a player injury in AA got him called up. Oswalt was only expected to pitch one game and had been issued a round-trip ticket. He was supposed to be back in Florida in a couple of days.
His "one game" in AA was May 25th, 2000 against the hated San Antonio Missions. Instead of being intimidated, he became the intimidator as he struck out 15 batters and tossed a 5 hit complete game shutout. Legend has it that Express manager Jackie Moore tore up his ticket back to Florida, but it is more likely Nolan Ryan, owner of the Express (and Oswalt's idol) successfully lobbied to keep Oswalt on the roster. He stayed.
He would finish that magical season with an 11–4 record and an astounding 1.94 ERA. He notched 141 strikeouts over 19 games (18 starts). As a result of his success at Round Rock, Oswalt was selected to play on the United States baseball team that won the gold medal at the 2000 Summer Olympics. He wasn't on the roster when the Express won the Texas League Championship, but he was a big part of that team.
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