In my experience, it has never happened in any other world I've ever been in (and I've been through this exact process in at least 6 other worlds with max contract FAs and it's worked the exact same every single time). I've seen variance in guys who *aren't* debating max contract tiebreaker scenarios, but never once have I seen a true max guy sign before the 'end coach negotiations' cycle (PM Part 2, ~3pm EST). Minor league coaches start signing the PM2-2 cycle the day after coach hiring opens, the major league coaches begin signing in the cycles following that, generally the PC/BU guys don't decide until the AM-2 cycle on the morning of the 'end coach negotiations' day, and player signings are processed in the sim before coach signings so it takes an extra cycle for your coaching staff to be reflected and therefore change the tiebreaker. The entire system worked like clockwork (which to me lends credence to the idea it would need to be changed, so that smart owners who've figured it out can't continue to win max tiebreaker scenarios).