Mine has been great for the entire duration I've had my counselor (5-6 years now), and not sure if I misinterpreted - later in the email, she asks for more info to be emailed, which I'm sending tomorrow. To date, everything has been covered, even my hotel for boards (PE/CS). I had inquired about residency apps now that that's upcoming soon. This was the response when inquiring about it being expensive and that there will be a lot of travel for interviews (going off the idea that the hotel was covered for the board):
"I get that the application process can be convoluted, but just as when anyone is applying to colleges, we can only reimburse for the residency site that you will be working at."
I'm thinking that she might mean the hotel/travel for the individual location where I match, but can also be interpreted for the application itself (which could be either for the single site - covered with the initial $100 for up to 10 programs, or for a single field where they all get lumped together in case I applied to say 2 (advanced programs w/prelim) or something.