1) How flexible has your program been in meeting your interests/goals?
2) What do you like most about your program? Why?
3) What do you think has been a challenge with respect to your program and why?
I can tell you right now that there will be pretty answers for all of the above questions when you asked anyone, including the residents during your interviews or at residency showcase. And I guarantee you it's mostly cookie cutter type like an installed program into a robot. Because again, as previously mentioned in other threads, pharmacy is a small world and you just have to swallow the bitter pill stuck in your throat and say things you're told to say. Noone will tell you the truth about the good, the bad, and the ugly of the program until you get to experience it yourself.
With that being said, my advice are:
1) Ask your friend who knows or is the resident of that program
2) Ask the questions to the residents of that program during your interview but pay attention to their tones and manners when they answer you. Lies find a way to show themselves.
3) If you have a bad feeling about any of the people who interview you, I advice you to walk away from that program. It's hard to do especially when they paint a nice picture of their program in front of you, but you'll be in hell for a year and it may end up affecting your original goals.
You'll be surprised by the extent of what a young and immature residency director/coordinator is willing to do, some of those things are just down right immature and low. So save yourself before that happens.
4) You don't have any control of what kind of co-residents you will get, so pray for nice people!
Think about these things first before you start ranking the programs.