I have some sympathies for this in certain situations. A number of years ago in another location, I used to eat at the same family steakhouse 2-4 times per month. What I learned was that steaks and burgers ordered medium well could come out anywhere between 6 and 10 on a scale from 1 to 10, with 6 being a true medium and 10 being well done but not charred. Seeing the same cashier most of the time, I started asking her how I should order to have it come out medium well (about an 8). She would look back in the kitchen to see who was cooking and then advise me whether to order it as medium, MW, or well. She was usually right.

Also, with most Outback Steakhouses, MW without further instructions usually ends up around a 6 and well usually ends up past 11, often slightly or more charred. When they hit MW right (around an 8), especially their burgers are some of the best. But it takes some additional effort with the person taking the order to get a true MW out of them.