With the way Romo played this year I'm comfortable with him for another 3 seasons. Feels a bit shocking, and relieving, to say that. This is the first offseason since after the 2011 season that I haven't wanted to grab a young QB to groom.
Obviously if we could get Luck, or he approached us, I would want him in a heartbeat. I wouldn't screw Romo over to do it, or go actively recruit Luck. Romo deserves more respect than that. Obviously this is not ever happening except perhaps in a mystical fairy land, but if Andrew Luck called up Jerry and said I want to be a Cowboy make it happen, and was open to arranging a long-term contract pre-trade, I would of course be interested in the trade. If that were to happen, in all likelihood, there would be tension and other factors playing a role in this so the Colts clearly understand they aren't getting near market value, but I'd send them Romo + a 2nd round pick. At least they aren't taking too large of a downgrade for a few years, and we send Romo away to a place he can win and finish out his career without being Donovan McNabbed (remember him as a Commander? A Viking? It tarnished his legacy.)
TL;DR - in a magical world in which Luck was desperate to become a Cowboy and wanted out of Indy, I would negotiate a trade sending Tomo Romo + our 2015 2nd rounder to the Colts in return for Andrew Luck.