Cassie Randolph Celebrates Big Engagement
Cassie Randolph went through a horrible and public split from Colton Underwood. The former couple met on Season 23 of The Bachelor. He famously jumped a fence to escape the cameras after she voluntarily left the show, unsure of her feelings. However, they reunited and dated for over a year before their shocking split. He reportedly stalked her after the breakup. A few months later, he revealed that he was gay. Now, she celebrated huge engagement news. Keep reading for all the details.
Cassie Randolph Celebrates Big Engagement
Cassie Randolph started dating musician Brighton Reinhardt after her relationship with Colton Underwood ended. They hard-launched their relationship on social media in 2021. They got engaged in 2024.
The former Bachelor star tied the knot in a stunning wedding in Costa Rica last year. Her exciting engagement news is about someone else close to her. Cassie Randolph shared her excitement about her younger brother, Landon, finally popping the question to his long-time girlfriend.
The Bachelor alum reposted a photo of the proposal on her Instagram Story. “My babies!!!!!! It’s about time!!” she wrote alongside three heart emojis. Landon Randolph proposed to Saige Davis during an intimate boat ride. They’ve been dating since 2015. Another engagement might be happening soon with Cassie and Landon’s sister.
Her Sister Is In ‘Serious’ Relationship With A-List Actor
Cassie Randolph’s sister, Michelle, is a rising star. The actress starred in Taylor Sheridan’s Yellowstone prequel, 1923, and Scream 7. She currently stars in Landman, also from Sheridan. Michelle Randolph quietly began dating an A-list actor in 2025.
Top Gun: Maverick star Glen Powell hard-launched his relationship with Michelle Randolph in July 2026. He was recently asked if he was nervous about hard-launching the relationship. “It’s never nerve-wracking if you believe in it,” he told TMZ. The movie star added that things are “very serious” between them.
Cassie Randolph expressed regret for appearing on The Bachelor. It was a tough lesson for her sister as well. Michelle Randolph told In Style earlier this year that she doesn’t want her private life all over the tabloids.
“I don’t think anything good comes from that, because it’s your personal life. It should be personal and reserved for yourself and those who are close to you,” she said. “So, ironically, I think I’ve learned that I want to keep it private.”
But it’s hard to keep things private when you’re dating one of the most in-demand actors today. Cassie Randolph and her brother are both happily married and engaged, respectively. Stay tuned to see if Michelle Randolph is next in line.
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