Craig Conover gave then-girlfriend Paige DeSorbo an ultimatum about their future together on Summer House's March 12 episode several months before the Bravo stars broke up after three years.

Craig confessed to changing his relationship with alcohol when seeing how it affected his girlfriend of three years. “I got to my bottom when I could just see on Paige’s face, [she] just had this look of, like, I wasn’t the guy she had seen herself marrying, and so, Paige was pretty much done,” he confessed.

The writing seemed to be on the wall for Paige DeSorbo and Craig Conover on Summer House Season 9. With Paige booked and busier than ever — and about to embark upon a 60-city Giggly Squad podcast tour — then-boyfriend Craig jetted from Charleston to New York City for a relationship "health check" over dinner at an Australian restaurant,