Okay, I think I’ve seen some versions of my question answered already but I just want to be sure:

I’m currently booked to fly CVG-IAH-LIR on Friday afternoon. I’d like to fly CVG-IAH Thursday evening but keep my same IAH-LIR flight on Friday, creating an illegal stopover. Can I do this in the app or should I pray for a merciful CSR? I’m a lowly silver so I don’t think that helps much. Thanks!