Eastbound & Down Episode 1.06 Chapter 6

As if Kenny's getting it on with April hadn't made life awesome enough, the ballplayer receives a visit from Pat Anderson, a big league executive ... from Tampa. The incident with Mackworthy's eye is all over the internet, making Kenny hot enough to sign a new contract. He's f**kin' in. When Kenny shows up at April's house in a new (leased) Denali, however, she's not ready to abandon her own life and join him.

That night Cutler - who disappeared into the forest to live off the land after seeing his fiance kiss Kenny - comes to visit the pitcher. Kenny explains to the principal that April has settled on a boring life with him after all, and only after Cutler shakes his hand and turns to leave does Kenny notice the pistol tucked into his waistband. The next day, as Kenny says his goodbyes and prepares to leave town, April pulls up at the last minute with a suitcase. Kenny's victory doesn't last long, though: Anderson calls a moment later and rescinds his offer. Kenny doesn't share the bad news with anyone, but when April runs inside a gas station as they leave town, he drives off, ditching her for the second time.