Cassie Randolph and Boyfriend Brighton Reinhardt: A Timeline of Their Relationship

Credit: Courtesy Brighton Reinhardt/Instagram

Cassie Randolph and Boyfriend Brighton Reinhardt: A Timeline of Their Relationship

Moving on with her life. Cassie Randolph did not find her happily ever after on The Bachelor, but that did not stop her from dating again. The reality star competed on season 23 of the ABC series, which aired in 2019. Lead Colton Underwood famously “jumped the fence” after Randolph got cold feet about their relationship, but the two finished the show as a couple, despite not following the usual route of getting engaged during the process. After dating on and off for more than a year, the pair announced in May 2020 that they had split for good. “First off, I want to say this is one of the hardest things I have had to share as neither one of us is quite ready to talk about it yet,” Randolph wrote via Instagram at the time. “However, because our relationship is such a public one, our silence on the matter has been speaking for us. Colton and I have broken up, but have decided to remain a part of each others [sic] lives. With all that we have gone through, we have a special bond that will always be there. I love Colton very much and have an enormous amount of respect for him. We have both learned and grown so much these past couple years, and will always have each others [sic] back. Always.” Although the exes promised to remain friends, their breakup turned messy in July 2020 after Underwood lashed out at the then-grad student for speaking about their relationship on The Bachelor: The Greatest Seasons – Ever! She subsequently accused him of attempting to “monetize” their split, which he denied. [jwplayer mMndJ0fm-l3ahXupL] Shortly after rumors surfaced that Randolph was dating Brighton Reinhardt, a source confirmed to Us Weekly in September 2020 that she filed a restraining order against the Bachelorette alum. She accused her ex of harassing her and placing a tracking device on her car. Underwood told Us in a November 2020 statement that the California native asked the court to dismiss the order after they reached a “private agreement to address any of Cassie’s concerns.” The former football player later came out as gay in an April 2021 Good Morning America interview, during which he also apologized for the way he handled their breakup. Randolph reacted to the revelation in a YouTube video at the time. “Regarding the topic in the media that brought my name up this week, I just want to let you know that I’m not going to be further discussing it or commenting on it for now,” she explained. “There’s a lot of layers to it, and I just feel like the best thing for me at this time is to move forward and just focus on going forward.” Us confirmed in May 2021 that the TV personality is dating Reinhardt, and the couple went public with their relationship in July 2021. Scroll down to revisit Randolph and Reinhardt’s romance.

Credit: Sara De Boer/startraksphoto.com; Courtesy Brighton Reinhardt/Instagram; Chelsea Lauren/Shutterstock

August 2020

The duo sparked dating rumors three months after her split from Underwood. Fans noticed them spending time together with her family in Huntington Beach, California, and “liking” each other’s Instagram posts.  

However, Reinhardt shut down the speculation in August 2020. “Cassie and I are just friends and have been for over four or so years,” he exclusively told Us at the time. “My brothers and I are all close with Cassie and her whole family.” 

Credit: Shutterstock; Courtesy Brighton Reinhardt/Instagram; Shutterstock

January 2021

The musician seemingly shaded Underwood in his song “Creep,” two months after Randolph dropped her restraining order against her ex. The lyrics, in part, read, “You can’t stop thinking about my baby / What once was yours in the world is changing / God, I hope you get your thinking right / GPS on the underside / Told her everything will be just fine / Damn, I can’t believe these guys.”  

Credit: John Nacion/Startraks; Courtesy Brighton Reinhardt/Instagram; Shutterstock

May 2021

A source told Us that the speech pathologist’s relationship with Reinhardt “progressed naturally” after her split from the former Bachelor.  

“He’s been a good friend of hers for over five years,” the insider noted. “He obviously knows what she went through with Colton and just supported her along the way.”  

Reinhardt “gets along well with her family,” the source said, adding that the twosome were “still enjoying spending time with one another and just seeing where things go.” 

Credit: Courtesy Brighton Reinhardt/Instagram

July 2021

Randolph and Reinhardt made their relationship Instagram official in July 2021. “Insert cheesy caption here*,” he captioned the beach pics.  

Credit: CraSH/imageSPACE/Shutterstock; Courtesy Brighton Reinhardt/Instagram

August 2021

Randolph appeared in the music video for her boyfriend’s song “Dreaming” in August 2021. “This song is obviously very special to me,” she explained via Instagram at the time. “About 5 months ago when it was just a demo, I began using it as my YouTube intro song, and shortly after @briighton trusted me to attempt to sing some background vocals on it! In a funny way I feel like this song is one of my kittens that I’ve been watching grow up … Anywho, we’ve been SO impatiently waiting to share this with you all.” 

Credit: Cassie Randolph/Instagram

September 2021

One month after Randolph starred in the "Dreaming" video, a source told Us that the couple were happier than ever. "She's in a very normal dating relationship with Brighton," the insider said. "They're very much in love. They are really happy and just enjoying life." 

The source noted that they hadn't moved in together yet, but are still spending much of their free time with each other. "In their downtime, they're always at the beach — surfing, swimming, laying out," the insider explained. "She's very active and has been doing lots of yoga and meditation. They also like creating videos together and taking photos, capturing special moments of them together."

Credit: Oscar Chan - Momentum Photography

November 2021

The reality TV alum and the musician enjoyed a romantic getaway together at Garza Blanca Resort & Spa Cancun in Cancun, Mexico.

“They seemed to be very much in love and were seen being affectionate and cuddling on the beach cabanas and poolside lounge chairs,” an eyewitness recalled to Us Weekly at the time. "They also enjoyed a romantic candlelit private dinner set up by the resort in their suite and took long walks hand in hand on the beach.”

Credit: Courtesy of Brighton Reinhardt/Instagram

March 2022

"He's a great person," Randolph gushed about her man during an episode of the "Off the Vine" podcast in March 2022. "It's very, like, natural. So easy. Which I never understood until this [relationship]. ... I'm never questioning him or us. It's more just we get annoyed at little things."

While reflecting on their next steps, Randolph noted, "We've definitely talked about the future. There's no, like, plans on the horizon that I am aware of."