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      • Towards the end of the seventh season, he marries human resources representative Holly Flax and moves to Colorado with her in "Goodbye, Michael", an extended episode. He is then absent from the series until the finale.
      en.wikipedia.org/wiki/Michael_Scott_(The_Office)
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  2. Nov 9, 2020 · After failing to meet a single woman at Jim and Pam's wedding, Michael ended up starting a relationship with Pam's mom, Helene Beesly (Linda Purl). Pam was already upset with the situation, but Helene's age emerged as a turn-off for Michael.

    • 11 Jan Levinson– The Most Toxic and Unstable Girlfriend… Ever
    • 10 Donna Newton– A Remorseless Cheater
    • 9 Katy– Michael’s Unattainable Crush
    • 8 Margaret The Landlady--Michael Was Looking For Someone More Youthful
    • 7 Julie, Pam’s Friend– “Date Mike” Scared Her Away
    • 6 Concierge Marie– A One Night Stand Gone Wrong
    • 5 Nikki The Benihana Waitress– She Was A Fun Distraction For A Day
    • 4 Chair Model– Michael’s Dead "Soulmate"
    • 3 Carol Stills– Michael’s Overzealous Antics Turned Her Off
    • 2 Helene Beesly– Her Age Made Him Change His Mind

    Jan Levinson is easily the most toxic and unstable girlfriend Michael Scott dated throughout the entire show. She was totally erraticand constantly losing her mind for no good reason. His relationship with her was unhealthy and imbalanced. She tried to control everything and she was wildly manipulative. He was super attracted to her, though, and le...

    Donna Newton is another woman that Michael Scott datedand she actually made him very happy. He was excited to spend time with her, be intimate with her, and so much more. Sadly, she was married and was keeping that a secret from Michael. She was able to enter into an extramarital affair behind her husband’s back without feeling much guilt. Michael ...

    Michael had a crazy huge crush on Katy, the purse girl. She is considered an unattainable crush because he wasn’t actually able to land a date with her. In fact, she ended up dating Jim Halpert for a little while there. Michael likes her so much that he enlisted the help of Ryan Howard to clean out his car because he thought that he would be giving...

    Margaret the landlady is someone that Pam tried to hook Michael up with but he was not attracted to her because he knew that he wanted to be with someone who was more youthful and passionate. He went on a coffee date with her but it did not end up going very well and he actually offended her, causing her to cut the date short. It was obvious that t...

    Pam tried to hook Michael up with another one of her friends named Julie at an adult bar and arcade in another episode. Things were going well between Michael and Julie until Michael realized that he was actually on a date with Julie… Then he decided to change his methods and start acting like “Date Mike“. He totally scared Julie off! Related: 15 P...

    To this day, viewers of The Officearen’t really quite sure what went down between Michael Scott and concierge Marie. From the looks of it, they hooked up and it probably didn’t go very well. All we see is her kicking him out of her hotel room and putting his shoes out into the hall. The situation between the two of them ended in a very awkward mann...

    When Michael, Jim, Andy, and White went to Benihana’s to eat lunch during a Christmas episode, Michael ended up flirting with one of the waitresses. Her name was Nikki. He invited her back to the office to enjoy the Christmas party with him and the rest of the employees. She ended up being a lot of fun for him to hang out with on that day, but he d...

    Michael considered the chair model he was super attracted to be his soulmate but when Dwight did a little bit of an investigation and found out that she had passed away, Michael vocalized the fact that he didn’t believe there was a special someone out there in the world waiting for him… Because the chair model had died!

    Carol Stills and Michael had a sweet relationship at the beginning. They met because she was his real estate agent and they ran into each other again at the ice-skating rink. Unfortunately, he was way too overzealous and pushy with certain aspects of their relationship and it freaked her out. She decided to walk away from the relationship. Related:...

    Michael Scott’s relationship with Helene Beasley was actually really adorable. Once he was able to get Pam on board with everything, their relationship probably could have gone the distance. Unfortunately, he found out how old Helene was and it totally turned him off. He changed his mind about the entire relationship and decided to break things off...

  3. Jul 14, 2023 · Michael Scott's story officially ends in Season 7, when Carell left the show. After proposing to Holly in the office, he tells everybody that they're moving to Colorado to be closer to...

    • Nina Starner
  4. Throughout her absence in Season 5, excluding "Company Picnic" and carrying on into Season 7, Michael hooks up with a few other women, but ultimately he finds that none of them compare to Holly.

    • Brooke Bajgrowicz
    • Jan Levinson. Michael's relationship with Jan is arguably the most explored of the bunch, with Jan first appearing in Season 1 and continually being referenced through the remainder of the series.
    • Ryan Howard. It was no secret that Michael had a seemingly not-so-innocent admiration for his protégé Ryan Howard. It always bordered on an inappropriate crush he had on Ryan, even if Michael would deny this until the day he dies.
    • Nikki. Nikki is the Benihana waitress who is Michael’s date to the holiday party at the office in “A Benihana Christmas.” He gives her the bicycle he was going to donate to the poor as a gift and ends up confusing her with her friend Amy (who is Andy’s date) at the party.
    • Donna Newton. Donna was one of Michael’s more major relationships, though it wasn't the slightest bit healthy. He first meets Donna in “Happy Hour” (S6E21) at the bar she manages, where she asks him to stop dancing on the pool table.
  5. Feb 13, 2021 · “At the very end, his dreams come true that way.” But before Michael found “the one,” he dated several other women. Michael Scott had a lot of girlfriends on ‘The Office’

  6. Nov 22, 2022 · When Michael Scott first met Donna Newton, he was actually on a blind date with another woman. However, he started acting foolish, which led the bar’s owner Donna to nearly kick him out. Oddly enough, they then bonded over business discussions and a mutual attraction.