So, you’re wondering about Natalie Buffett and Jack Flaherty. Honestly, if you blinked at any point between late 2023 and the end of 2024, you probably missed the whole thing. It was one of those classic "athlete meets influencer" arcs that looked like a home run on Instagram but ended up being more of a short-term contract.
Most people still associate Natalie primarily with Dallas Cowboys quarterback Dak Prescott. That makes sense. They were the "it" couple of the NFL for two years, surviving gruesome ankle injuries and dog adoptions before things fizzled out in early 2022. But life moves fast in the world of high-profile dating.
By the time the 2023 holiday season rolled around, Natalie had pivoted from the gridiron to the pitcher’s mound.
The Natalie Buffett Jack Flaherty Timeline
The rumors started as a low hum. You know how it goes—a couple of likes here, a shared location tag there. But things became "official" (at least in the digital sense) in December 2023. Natalie posted a photo from Longboat Key, Florida, with a caption that basically confirmed she’d found her next chapter. She wrote "santa listened," featuring a very cozy-looking Jack Flaherty.
At the time, Jack was in a bit of a transition himself. He’d just signed a one-year, $14 million deal with the Detroit Tigers.
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People were curious. Was this going to be the next big power couple?
- The Launch: December 2023.
- The Vibe: High-society travel, tropical vacations, and a whole lot of support from the stands.
- The Evidence: Natalie was spotted rocking Detroit Tigers gear in early 2024, proving she was all-in on the "baseball girlfriend" lifestyle.
But being the partner of a professional pitcher isn't all glam. It involves a lot of "road life" and, in Jack's case, a mid-season trade that sent him to the Los Angeles Dodgers in July 2024. Natalie was right there for the ride, even sparking massive engagement rumors when she posted photos of herself in wedding dresses.
Hold on, though. She wasn't actually shopping for her own big day. She was working.
As a model and the Director of Content Creation for OxeFit, Natalie was actually showcasing designs for New York Fashion Bridal Week. The internet, predictably, lost its mind for about 48 hours thinking a Flaherty-Buffett wedding was imminent.
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Why They Eventually Split
If they were so solid during the Dodgers’ 2024 World Series run, what went wrong?
Relationships under the microscope are tricky. While neither Natalie nor Jack have sat down for a "tell-all" interview, the digital trail tells the story. By the end of 2024, the photos were gone. The "likes" stopped.
The reality is that both of their careers were pulling them in different directions. Jack’s life is dictated by the MLB schedule—162 games a year plus playoffs. Natalie, meanwhile, is a civil engineering grad with a serious career in tech and fitness strategy.
Where Are They Now in 2026?
If you came here looking for a current status update, the answer is: they’ve both moved on. Quite significantly.
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Natalie Buffett has officially entered the "Bravo-verse." In March 2025, news broke that she is dating Southern Charm star Craig Conover. It was a bit of a shock to reality TV fans, especially since Craig had recently split from Summer House favorite Paige DeSorbo. Craig confirmed the relationship on Watch What Happens Live, mentioning that the "universe works in crazy ways." They even spent New Year's 2026 together in Colorado.
Jack Flaherty hasn't stayed single either. By July 2025, he went public with a new flame, former professional soccer player Katie Johnson. They were first seen together at the three-Michelin-star restaurant The French Laundry in Napa Valley.
It turns out a teammate actually set them up. Since then, they've been pretty inseparable, with Katie frequently sharing photos of their travels to Mexico City and Spain.
What You Can Learn from the Flaherty-Buffett Era
Looking back at the Natalie Buffett Jack Flaherty relationship, it’s a masterclass in modern celebrity dating.
- Don't believe every "white dress" post. Natalie’s bridal photos were purely professional, but they generated more headlines than Jack’s ERA that month.
- Privacy is a choice. They were public when it suited them and went silent the moment things ended.
- The "Rebound" isn't always a rebound. Many called Jack the "rebound" after Dak, but they were together for over a year—a lifetime in the world of high-stakes sports relationships.
If you’re following Natalie’s journey today, you’ll find her more likely to be mentioned in Southern Charm recaps than MLB box scores. She’s built a brand that exists entirely outside of the men she dates, leveraging her engineering background and content strategy skills to stay relevant long after the final pitch is thrown.
To keep up with Natalie’s latest ventures, your best bet is following her work at OxeFit or keeping an eye on Craig Conover’s social media for the next vacation update. For Jack, just check the Detroit Tigers' starting rotation—he’s still focused on the mound, just with a new support system in the stands.