But when the Trump family is involved well, that’s a different story.

On March 14, 2025, Kimberly Guilfoyle posted such an announcement to her Instagram Stories.

“Congratulations Ronan!”

Kimberly Guilfoyle waves in a green dress

“We are so proud of you.

Lets [sic] go Canes!”

Here comes the grab-your-popcorn part.

Kai Trump Miami hat/Ronan Villency Instagram Stories

Seven months earlier, Kai Trump also shared her college news on Insta.

“I am beyond excited to announce my verbal acceptance to the University of Miami,” shegushed.

He brought Bettina Anderson to major Mar-a-Lago events at holiday time, signifying the relationship was official.

So the president’s son and his ex-fiance have children bound for the same college.

Throw a new girlfriend into the mix, and you’ve got the makings of a classic sitcom!

(Might we suggest the title “Raising ‘Canes”?)

Will Kai and Ronan be cool with their awkward situation?

There are so many questions surrounding the whole awkward situ.

Were Don Jr. and Guilfoyle still together when they discussed college choices with their teens?

How often will the kids actually see each other?

Most of all, what do Ronan and Kai think about everything that’s transpired over the last year?