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When new intern Nina (Juliet Tablak) sets her sites on Larry (Garry Shandling), the weak-willed host embarks on an affair that stirs controversy among the staff. Nina is soon taking advantage of her newfound relationship by bossing around the staff, but Larry remains blissfully unaware of the problem until she spots him flirting with Shawn Colvin and drops a rude reminder concerning their dinner plans. Meanwhile, with the eighth anniversary of the show fast approaching, Hank (Jeffrey Tambor) buys Larry, Artie (Rip Torn), and himself a trio of unpredictable race horses.