Michael-Jan Relationship

"I am taking a calculated risk. What’s the upside? I overcome my nausea, fall deeply in love, babies, normalcy, no more self loathing. Downside? I, uh, date Michael Scott publicly and collapse in on myself like a dying star. Why is this so hard? That's what she said. Oh my god. What am I saying?" Michael and Jan had a chaotic, on-and-off relationship that was complicated by Michael's stupidity and Jan's mood swings. The two got together on a trip to Sandals, Jamaica in "Back From Vacation", and broke up after a violent Dinner Party at Michael's condo in Season 4.

After they broke up, Jan became pregnant via sperm donor and gave birth to a child, Astrid. For a brief moment after learning about the child's birth, Michael appeared willing to re-open the relationship, but he ultimately did not explore that possibility.

Season 1
As Vice President at Dunder Mifflin, Jan acts as Michael's boss and is constantly annoyed and exasperated with his incompetence as manager of the Scranton Branch. As uncovered in The Deposition, Jan constantly wrote negative performance reviews about Michael's job performance, urging her superiors to demote him back to his old salesman job.

Season 2
Jan continues acting cold and irritated with Michael throughout the beginnings of Season 2. But everything changes in "The Client," where Jan reveals she has divorced with her (now) ex-husband. All through the meeting, Jan gorges herself on alcohol, and her drunkenness causes her to be a bit giddy, where she jumps for joy after she has made the sale and shares a slow, passionate kiss with Michael.

In the next episode, "Performance Review," Michael seems eager to follow-up on the kiss, but Jan seems to want to have none of it and refuses to reciprocate, hinting heavily that the kiss was a fatal mistake on her part.

Several episodes later, Jan still expresses disgust and frustration with Michael. She forces him to stay out of her seminar in "Boys and Girls," Muttering savagely under her breath when he refuses to depart. However, her mood lightens in "Valentine's Day," and she actually kisses him once more, seeming to have changed her mind about her feelings for Michael.

In "Casino Night," Jan is invited to the warehouse casino by Michael, who has also invited his realtor, Carol Stills, who he also has feelings for. Jan is miffed by this and discontinues her relationship with Michael, although putting up an awfully convincing front of cordialness in the casino.

Season 3
Jan returns to her usual chilly demeanor to Michael. She continues to criticize him without showing any signs of compassion or love, but in "The Coup," when Dwight Schrute meets with Jan to explain why he would be better at Michael's job, Jan doesn't turn on Michael and hastily reports the treachery without hesitation.

In "A Benihana Christmas," Michael is dumped by Carol. This causes him quite a dilemma, since he already bought tickets for the two of them to take a deluxe vacation to Jamaica. Desperate to make sure that he gets his money's worth, Michael turns to Jan and proposes for her to take the vacation with him, which she gratefully accepts. During their vacation, they have sex several times, although Jan says that it will go nowhere.

Despite that, Michael and Jan continue to date and reveal their relationship in "Cocktails."

After that, their relationship hits a rough patch when Michael feels mistreated in "Women's Appreciation." Pam Beesly, Phyllis Vance, and Karen Filippelli all make strong cases why he should end their relationship, and he does so.

This does not last for long. Jan takes a vacation to "clear her head" and comes back into the office in "The Job," determined to win Michael back. Once again, the ladies of the office persuade Michael not to reconcile with her, and Michael agrees, but everything changes when Michael finds out that Jan had a breast augmentation surgery. Michael seems to take to them immediately, and gets back together with Jan.

Season 4
Jan starts to completely take over Michael's life in Season 4. She moves in with him the moment they rekindle their relationship, and starts to deplete Michael's money in a rather extreme way. This is evident in "Money," where Michael has to work two jobs to make ends meet and attempts to declare bankruptcy. After finding out that declaring bankruptcy isn't exactly a life starter-over, Michael runs away and tries to flee by train. Fortunately for him, Jan catches him just in time and is able to convince him that running away won't solve anything. The two continue to date.

In "Dinner Party," Jim Halpert, Pam Beesly, Andy Bernard, and Angela Martin all are invited over to Michael & Jan's home. It turns out that Jan has forced Michael to sleep on a little cot when there is an extra room and plenty of space on the bed. Instead, the extra room is used as an unnecessary second work-office for Jan. Michael does not seem bothered by this, though. Then, while their guests are still present, Michael and Jan get into a nasty argument about decor and music, and Jan ends up hurling a Dundie Award into Michael's plasma TV, shattering the screen. Michael retaliates by shouting at Jan, who dissolves into tears and scurries away. They break up after this, and Michael looks for other dating options, while Jan gets pregnant by sperm donor.

Status: Broken Up