If Gilmore continues to play at a top 10 level for 5 years, i will certainly not praise him.
I think he wants to get paid like his play and he doesn't particularly care. We've already spent a top 10 pick on him, and got a top 10 player at his position, who has been relatively healthy. That's a guy you pay.
Not to mention, your newfound credit to Whales will dry up considerably when he uses another top 10 pick on a DB to shore up the secondary in the wake of his departure. I'd rather pay Gilmore and draft a QB than let Gilly go and draft Lattimore.