No i did not know that michael was dating holly
Michael initially dislikes her because she is part of Human Resources, but quickly falls in love with her.
She is subjected to hazing by Dwight Schrute, who convinces her that Kevin Malone is mentally challenged, a belief she continued to harbor until Season Five when it was embarrassingly pointed out to her that he wasn't.
Michael tells Holly he will treat her poorly in front of Jan during her baby shower because he has a vested interest in Jan's baby, which is not his.
Despite being told of this, she is shown to be uncomfortable with Michael's attitude toward her.
Michael tells everyone that they are engaged upon his return, but later admits this is not true.
When Michael comes to Nashua with Pam Beesly to give his lecture and find closure with Holly, she is not there because she is on an HR retreat.
During an attempt to put a raccoon in Holly's car, a Toyota Camry Solara convertible, Dwight is berated by Michael, who takes Holly's side and loudly proclaims that she is the "best thing that has happened to him and the company since World War II." Holly invites Michael to go out for dessert after Toby's going away party, but Michael turns her down, opting instead to go with Jan Levinson, who is pregnant and had asked Michael to be there as if he were the child's father.
Holly and Michael date, and on their third date have sex in the office (inadvertently leading to the break-in at the office).However, despite witnessing Michael's treatment of Holly throughout the day, Jan notices the two of them have a lot in common after Holly makes jokes in front of her.Jan then orders Michael not to date Holly before driving away.When she was in high school, she was diagnosed with mono.Holly arrives at Dunder Mifflin to serve as Toby's replacement.She and Michael have a shared sense of humor and similar personality traits, though Holly does prove to be more rational than Michael.In the office, she is noticeably more acquiescent to Michael's antics and ideas than was her predecessor, Toby.Michael is pleased when Corporate HR blasts Holly for seeking disciplinary action against Meredith over the sex-for-supplies (and Outback Steakhouse coupons) deal instead of conducting a stupid seminar and getting signatures, but he also yells at the staff to complete the seminar.This also restores good feelings between Holly and Michael.Holly Flax is the human resources representative for the Scranton branch of Dunder Mifflin.She and Michael Scott become good friends in the office, though Michael desires to turn their friendship into a romance, which eventually takes place.