From the waist up, I think this is divine for a bad-ass neurosurgeon, still in her scrubs, fresh from saving your life. From the waist down, she looks like she ran out of her house in her jammies when the place exploded.
Those sandals are wackadoo, but this whole thing kind of works for me. For one thing, SUNGLASSES, but for another, something about this feels very Talented Mr Ripley on her -- she looks so GOOD in that movie -- and also who doesn't salute a woman whose manilla envelope matches her dress? Nothing says BACK TO SCHOOL like wielding a well-coordinated office supply.
Maybe these are the only other shoes she BROUGHT to New York? (But that dress is slouchily fab on her in a way where I'd just look like a deflated balloon.)
I actually might have gone with the boots this time.