A front desk agent might offer an upgraded room to a dozen guests in a shift, and most of them may say no.

The room isn’t wrong. The price isn’t necessarily wrong. The agent probably didn’t fumble the offer. Most guests decline simply because most guests decline. That is the base rate of hotel upgrading.

Still, after four or five noes in a row, it can begin to feel like a losing streak. The next offer comes out a little softer....