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Will Tiger Woods and Vanessa Trump’s relationship last? Betting markets weigh in on their blossoming romance

There are currently one-third odds that Tiger Woods and Vanessa Trump will take their relationship to the next level in 2026.

According to Vegas Insider, bettors are putting the odds at 33.3 percent that the golf star and mother to five of President Donald Trump‘s grand𝘤𝘩𝘪𝘭𝘥ren will get engaged next year.

DailyMail.com broke news of the budding romance last week between Woods, 49, and Trump, 47, which began in late November.

Amid the relative youth of the relationship, there is only a 16.7 percent chance, according to betting markets, that Woods and Trump would get married before 2027.

Famously, Trump’s ex-husband Donald Trump Jr., 47, was in a years-long engagement with former Fox News host Kimberly Guilfoyle before the two went their separate ways last year. He is now trouncing around the world with Palm Beach socialite Bettina Anderson.

Just 10 days after DailyMail.com’s exclusive report on the new romance was published, the couple went public with their relationship on Instagram.

Tiger Woods and Vanessa Trump went public with their relationship with two pictures posted to Instagram on Sunday, March 23. It comes as bettors put a 33.3 percent chance on the two getting engaged in 2026

Golf star Tiger Woods, 49, has been dating Donald Trump Jr.’s ex-wife Vanessa Trump, 47, since Thanksgiving. They are pictured arriving at a golf tournament on February 16

Woods posted on Sunday night an image of himself with his arm around Trump with the caption: ‘Love is in the air and life is better with you by my side! We look forward to our journey through life together.’

‘At this time we would appreciate privacy for all those close to our hearts,’ the pro-Trump athlete urged.

Woods was in Washington, D.C., last month for a round of golf with President Trump.

Despite their friendly relationship, however, bettors don’t think Woods has any public office ambitions or desire to be involved too deeply in politics in general.

While there are 25 percent odds that Woods will show up at a Trump rally before the term is up in 2028, Vegas Insider projects there is a mere 9.1 percent chance he will show up at the next Republican National Convention.

Additionally, bettors place only a 2 percent chance that Woods would be appointed to a government position before the end of President Trump’s term and a 1 percent chance that he runs for governor of Florida before 2035.

The smallest betting odds sit at 0.4 percent chance that the golf star would run for president before 2040.

Despite Donald Trump’s friendship with Woods, bettors don’t put any significant odds on the golf star seeking political office – even now that he’s with the president’s former daughter-in-law. Pictured: Trump and Woods at a Black History Month reception on February 20, 2025

DailyMail.com exclusively revealed that the golf icon was dating Donald Trump Jr.’s ex-wife – and 10 days later they confirmed it in a two-picture post to Woods’s Instagram

It’s not unusual for celebrities to enter politics.

Ronald Reagan was an actor before he became president and Arnold Schwarzenegger was an actor and famous bodybuilder before becoming governor of California.

Additionally, Donald Trump was an author, business media personality and host of reality show The Apprentice before deciding to run for president.

But Woods hasn’t expressed any interest in following these ambitions – and it doesn’t appear the betting markets think he will change his mind any time soon despite his new girlfriend.

Woods and Trump do not live together but have homes just 20 minutes apart in the wealthy southern Florida enclave of Palm Beach. They were spotted at a golf tournament together last month before DailyMail.com broke news of their new relationship.

Trump and Woods’ kids attend school together at the $38,595-per-year The Benjamin School.

Vanessa and Don Jr.’s eldest daughter Kai, 17, and Wood’s youngest 𝘤𝘩𝘪𝘭𝘥 Charlie, 16, are both aspiring golfers with sights set on turning professional.

Kai has committed to attending the University of Miami next year and will play on their women’s golf team.

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