Last summer I was checking into the Fremont. Without thinking I threw a $20 between my DL&CC. As soon as I did I knew I had to ask, knowing they had no upgrades. He said he didn't know of any available. As I grabbed the $20 I apologized for asking. He gave me a room just down from the elevator and not far from ice. Not sure if the apology helped or not. I felt stupid asking for a 100-1 shot. If you want to ask for an upgrade, remember where you are and if anything might even be available.
As far as the "Smart Plan" goes, it's obviously another way it increase revenue. Fortunately, in this case you have a choice. I suppose next they'll charge extra for checking in on the same day as your reservation!
Good Luck!
Ric at Joes