Sentence:  Only an attending physician can <WSD>pimp</WSD> a chief resident; the chief resident and attending can <WSD>pimp</WSD> a junior resident; they all three can <WSD>pimp</WSD> an intern. 
Meaning of the word marked with <WSD> tags:  To ask progressively harder and ultimately unanswerable questions of a resident or medical student (said of a senior member of the medical staff).