During the season one finale, Kenny gets an offer from the Tampa Bay Rays.  He quits his job and prepares to take April with him to Tampa when he gets a phone call saying the deal is off.  He leaves April at a gas station and takes off on the open road.

Eastbound & Down
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Eastbound & Down Season 1 Episode 6 Quotes

So as I was saying, the amount of money I am gonna be making would hurt your parents feelings. You remember the class where I taught you all how to make it rain? That's what I'm gonna be doing every single night - dolla, dolla bills, y'all...

Kenny Powers

(To Rose) I'm sorry we didn't get a lot of time to hang out. I'll be honest with you, sometimes I forgot you even existed.