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Greenlee first came to Pine Valley with Scott Chandler in her mind. She did everything she could to re-ignite the romance that she and Scott had in college. However, she was unsuccessful and Scott chose Becca over Greenlee.
Greenlee then became interested in Ryan, Scott's roomate and the two agreed to have a relationship with "no strings attached". However, Greenlee found herself falling for Ryan against her grandmother's wishes.
         Leo came to Pine Valley as the son of Vanessa Cortlandt. Palmer had suspected that Vanessa was having an affair and had hired a gunman to have her shot for it. But everything worked out when Palmer found out that Leo was Vanessa's son.
Greenlee and Leo first teamed up because she needed an excuse to be with Ryan. They also made a bet for Leo to DE-virginize Becca, the Virgin Queen.
Greenlee was asking Hayley for the job as her assistant. She did such a great job of sucking up! Ryan was completely clueless to Greenlee's intentions....but LEO caught on!! Here's the transcript:

Greenlee: Mr. Lavery.
Ryan: Tireless Ms. Smythe. Networking Hayley with your designer friends.
Greenlee: Her wardrobe needs work.
Ryan: Yeah, and so do you. Tossing her some free clothes, maybe giving her -- giving you a better shot at that job for assistant?
Greenlee: There's a need, I fill it. So this jaunt you're taking to Manhattan -- when did that happen?
Ryan: Well, it's been in the works. Why? You want to sign off on my permission slip?
Greenlee: You're a free agent.
Ryan: Yes, I am.
Greenlee: I'll clear my calendar and I'll go with you.
Ryan: Maybe next time.
Greenlee: Oh, come on, come on, come on, come on, come on. I can score tickets for any show on Broadway. You know, they say Dame Edna's a hoot, and I have an in with the new star of "Annie, Get Your Gun."
Ryan: Oh, sorry. I'm making this trip solo.
Greenlee: Oh, come on. Come on, come on. You can work days and me, nights.
Ryan: I'll see you when I get back.

Leo: Poor Greenlee. Left all by her lonesome in the valley of the pines.
Greenlee: Don't cry for me, Leo. I always land on my feet.
Leo: Like any self-respecting cat. I'm off to the mall. Hard to believe, but true. You should come with. We'll stir up some trouble.
Greenlee: Start a fight at the food court?
Leo: No, show off your dress. Oh, by the way, nice touch trying to bribe your way into Hayley's good graces.
Greenlee: I did not.
Leo: You did, but it's cool. See, I'm keyed in to your systems base. But Ryan doesn't get it.
Greenlee: Get what?
Leo: You don't want to be Hayley's assistant. You want her job.
Greenlee: You're a bright boy, Leo. And when I score my coup, I'll find a place for you.

Transcript of Leo and Greenlee talking about Becca:

Leo: What's with you and Becca? She seems harmless.
Greenlee: You don't know her like I do. Scott and I had a really good thing going until she started hanging on to him every second she got.Leo: You and Scott? You're a busy girl, aren't you? Well, she doesn't seem like the femme fatale type to me.
Greenlee: Oh, no, she's the innocent type. Scott bought that fresh-off-the-farm milkmaid bit.
Leo: Is it the big l?
Greenlee: It's not the small S, that's for sure.
Leo: As in sex?
Greenlee: Mm-hmm.
Leo: She's a virgin?
Greenlee: Can you believe it?
Leo: I didn't know they made those anymore.
Greenlee: Oh. They import them from Pigeon Hollow.