1. Who did Cole send to help Phoebe believe in love again after he ruined it in the episode, "The Seven Year Witch?"
From Quiz "Charmed" Part 8
Answer:
Drake
Cole: "You did good."
Drake: "Thanks. So did you. I couldn't have tasted life unless you set me up with that sorcerer. I just wish I could save you, too."
Cole: "I've come to terms with my fate, especially now that I know it won't be Phoebe's, too."
Drake: "So that was a pretty bold move sending in those thorn demons."
Cole: "Well, I had to risk everything for this one."
Drake: "Understandably. Oh well. Here I go. Okay, that was interesting. Ashes to ashes, huh?"
Cole: "If it's any consolation, you did all that I asked for. You saved Phoebe."
Drake: "I did more than that, buddy. I fell in love with her."
Cole: "Understandably."
Drake: "Farewell, my friend."
Cole didn't want Phoebe to suffer the same fate as him and that's why he arranged everything with Drake in order to help her.