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Fans Think They Found a Hint About Colton Underwood’s Plans to Propose to Cassie Randolph!

Author

Rachel Hunter

Published Apr 04, 2026

Despite a rocky beginning, former Bachelor star Colton Underwood has found happiness with Cassie Randolph. Although the two didn’t end up getting engaged during the finale of the famed reality show, they are still together and appear to be very much in love. However, fans think they found a tiny clue on Instagram that points to the idea that the former football player could be proposing very soon. Keep scrolling for details! 

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Bachelor Colton and Cassie

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A Strange Meeting

On April 4 a Los Angeles-based producer named John Barra posted a photo with Colton, 27. Considering he’s a hot commodity in television right now, this isn’t super surprising.

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Bachelor Colton and Cassie

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Confusing Caption

However, the caption that accompanied the photo was particularly captivating. “Interesting Wednesday when you have to run a task for [The Bachelor] winner [Colton Underwood],” the producer wrote while adding, “Yes, he’s awesome!”

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Bachelor Colton and Cassie

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Let’s Connect the Dots

Who is this John character and why is he doing favors for Colton? He works behind the scenes as a television director, producer and casting agent.

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Bachelor Colton and Cassie

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Is He Tied to the Show?

According to his IMDb page, John has never worked for The Bachelor franchise. His resume includes Genius Junior, Beat the Clock and Nickelodeon’s Paradise Run.

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Bachelor Colton and Cassie engaged

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Sending a Message?

What sparked the interest of fans was the choice of hashtags: “#NoSpoilers, #MaybeMay, #ItsASecret, #Mallorca, #Bachelor, #Reality.”

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Bachelor Colton and Cassie on Jimmy Kimmel

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What in the World …

The producer’s “secret” favor clearly has to do with Bachelor Nation. The reality stud’s journey to find love has ended but getting down on one knee seems like a logical next step.

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Bachelor Colton and Cassie

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Bachelor Colton and Cassie and Jimmy Kimmel

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One Last Clue

One of the biggest indicators that this project has to do with Cassie, 23, is that the island of Mallorca is mentioned. Cassie and Colton broke up in Portugal but headed to Spain once they reunited.

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Bachelor Colton and Cassie

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Bachelor Colton and Cassie

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Already Making Steps in That Direction

At the end of March, Cassie revealed that she moved to Los Angeles with her sister to be “closer to Colton.”

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Bachelor Colton and Cassie

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Taking Things Slow

An insider divulged exclusively to Life & Style that the gorgeous duo wants to wait before sharing a key. “Colton and Cassie have made the mutual decision that the timing just isn’t right to live together at the moment,” the source said.

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Bachelor Colton and Cassie

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Living a Regular Life

They continued, “They’re waiting to see if their feelings continue to grow to marriage-level commitment. She really does want to see if it will work for them 100 percent, and in order to do that, she realizes she needs to take it at a normal pace.”

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Bachelor Colton and Cassie

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Thoughts From Social Media

Fans have also pointed out that Cassie and Colton could be waiting until being engaged or married before moving in together because of their conservative upbringing. The football stud getting down on one knee would definitely expedite the process.

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Bachelor Colton and Cassie

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The Push She Needed

That’s not to say that Colton doesn’t affect her decisions. The source noted, “Cassie had been planning for a while to move to the Los Angeles area but was waiting for the right time and wanted to save money. The timing is perfect now because Colton, of course, lives close by — only a few minutes away.”

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Bachelor Colton and Cassie

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They Need a Routine

“With grad school and a lot going on, life is just crazy right now … They both know any major change like moving in together would add even more to their plate. All she craves is normalcy!” the source continued.

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Bachelor Colton and Cassie

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Excited for the Future

After Colton and Cassie were seen rocking “Mr. and Mrs.” jerseys during a Knights hockey game in Las Vegas, rumors started swirling that they had secretly gotten engaged.

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Bachelor Colton and Cassie

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Looking Ahead

A separate source revealed, “Everything is still the same … [They are] really happy enjoying this time together and can’t wait to see what’s in store for them in the future.”

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Bachelor Colton and Cassie

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Bachelor Colton and Cassie

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Keeping Things Light

“We still have a lot of room to grow in our relationship right now, so we’re enjoying dating right now,” Colton told the talk show host at the time. “We are going to be spending a lot of time together as well, so we have had the conversations, but we aren’t going to rush anything. We are still going to be together every single day. We are so excited right now.” The athlete is obviously crazy about the Huntington Beach native so it seems like a proposal is only a matter of time.

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Bachelor Colton and Cassie

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Time Will Tell

It looks like it’s going to be an exciting few weeks on engagement watch with these two. Stay vigilant, Bachelor Nation.