Evan is surprised that Riley is considering dating on The Client List. "Try, Try, Again" is the fifth episode of the show's first season.

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The Client List
Episode:
The Client List Season 1 Episode 5: "Try, Try, Again"
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The Client List Season 1 Episode 5 Quotes

I've learned that you can't find out about love until you fling yourself out there.

Linette

I'm giving him what he wants before he even knows he wants it.

Lacy