Im am a year after I discontinued my training at HPN (everywhere actually) and this is a very interesting thread. Not that I ever had any real problems with the Tower, unless I caused it.
A few 'incidents' stick in my head tho: 2mi final in a 172 to rwy 34. I am cleared to land, then the citation behind me on final cleared. By the time I cross the threshold, we get a go around cuz the Citation is apparently about to land. Was fun for lesson #2.
Another time I am doin t&g on 29 when a jet on final for 34 calls in and says "I dont think the 172 is gonna cross before we land". Tower basically says "you got plenty of space". At this point I started to ask myself questions about my saftey.
My favorite one was the day or two after Christmas last year. i guess everyone wanted to fly somewhere. So after 50 mins of taxiing (waiting in line) we were off! Was a costly lesson that day. I felt guilty for flying that day - Me holding up Jets burning god knows how much fuel on the ground.