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Tess sets up a meeting with executive Jack Trainer ( Harrison Ford ), using her boss's name as an entrée.
She wants to see Trainer the evening before the meeting at a party which she will attend in a dress of Katharine's.
Before the party her friend Cynthia ( Joan Cusack ) gives her a valium from Katharine's bathroom when Tess suffers a panic attack.
At the party, Tess unknowingly meets Jack, who is fascinated by her.
They have a couple of drinks and the combined effect of valium and alcohol lead to her waking next morning in Jack's bed.
She leaves before he wakes and, entering the meeting, realizes Jack Trainer is the man she spent the night with.
She feels the pitch goes badly.
Back at her desk, she is mortified about the night before but Jack comes in and says they are happy with Tess's idea.
Days later, Tess and Jack gatecrash Trask's ( Philip Bosco ) daughter ’ s ( Barbara Garrick ) wedding and pitch their plan.
Trask is interested and a meeting is set up.
Later Tess and Jack end up in bed together.
Tess wants to explain her true situation but keeps quiet after learning Jack has been in a relationship with Katharine, which he says is all but over.

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