00:00Chelsea Handler is a lot of things.
00:02A late-night pioneer, a best-selling author,
00:05and a woman who looks at traditional societal timelines and laughs in their face.
00:10For decades, the media has tried to fit her into a neat little box.
00:14When will she settle down?
00:16Why is she single?
00:17But Chelsea's dating history isn't a series of failed relationships.
00:21It's a masterless in knowing exactly who you are,
00:25what you want, and, more importantly, when it's time to leave.
00:28Our story kicks into high gear in 2006.
00:32Chelsea is on the precipice of late-night stardom,
00:35and she starts dating Ted Harbert.
00:38The twist?
00:38He's the president of E!
00:40Entertainment, the literal network airing her iconic show, Chelsea Lately.
00:45Talk about a power couple.
00:47For four years, they ran the network and the red carpets.
00:51But mixing business with pleasure is a dangerous cocktail.
00:54Chelsea later admitted that constantly talking about corporate synergy at the dinner table killed the romance.
01:01When it ended in 2010, Chelsea didn't mourn the traditional ending.
01:05She kept her show, kept her career, and moved right along.
01:10Enter 2011.
01:11And enter.
01:1350 Cent.
01:14Yes, pity.
01:15On paper, it made absolutely no sense.
01:18A sharp-tongued Jersey girl and a legendary Queens rapper.
01:22But after he appeared on her show, 50 Cent deployed an old-school charm offensive,
01:28sending dozens and dozens of roses to her office until she agreed to a date.
01:32It only lasted two months, but it blew up the internet.
01:36Chelsea still calls him her favorite ex, describing him as a total sweetheart.
01:41It was short, it was fun, and it proved a core Chelsea philosophy.
01:46Live in the moment, and don't force a forever on something that's just meant to be a great chapter.
01:51Next came a brief romance with Animal Planet star Dave Salmoni,
01:56which she hilariously announced had been terminated, like a TV contract during one of her monologues.
02:02Then came an on-again, off-again relationship with luxury hotelier Andre Balish.
02:07This was a jet-setting, glamorous romance spanning New York and L.A.
02:12But Chelsea, ever the realist, found it exhausting.
02:15She realized she preferred long-distance because, in her words,
02:20she didn't really want to deal with a man on a daily basis.
02:23For years, Chelsea leaned heavily into her happily unmarried, fiercely independent identity.
02:30Until 2021, when a 20-year friendship suddenly turned into a grand romance.
02:35When Chelsea began dating fellow comedian Joe Coy, the world swooned.
02:40It felt like the ultimate Hollywood slow burn.
02:44Chelsea was posting beautiful, vulnerable tributes on Instagram.
02:48For the first time, fans thought, wow, she found the one.
02:52But in 2022, just ahead of their one-year anniversary, they split.
02:57It shocked fans, but Chelsea's reasoning was a profound moment of self-love.
03:02She revealed that they simply couldn't agree on fundamental things,
03:06and she realized she was starting to abandon parts of herself just to make the relationship work.
03:12So, she chose herself.
03:14She proved that walking away from love, because it requires you to shrink, is the ultimate superpower.
03:20So, where is she now?
03:22True to form, Chelsea is still rewriting the script.
03:25Recently, she hard-launched a brand new romance with a mystery man she affectionately calls her cowboy.
03:32How did they meet?
03:33At a blackjack table in Las Vegas, where she boldly asked to borrow $1,000 from him,
03:39because he had a massive stack of chips.
03:42Talk about an opening line.
03:43They've been quietly jet-setting from Finland to Turkey ever since.
03:47But this time around, she's keeping his identity guarded, proving that you can be an open book and still keep
03:53your piece private.
03:55Chelsea Handler's dating history isn't about a search for a missing piece.
03:59It's a collection of full, vibrant experiences.
04:02She didn't buy into the fairy tale, so she never had to suffer the heartbreak of it failing.
04:07She reminds us that a life well-lived isn't measured by a ring on your finger,
04:11but by the boundaries you keep and the stories you get to tell.
04:15What's your favorite chapter of Chelsea's love life?
04:18Let us know in the comments below,
04:20and don't forget to hit follow for more deep dives into the lives of your favorite stars.
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