Q2 - I suspect database size.
Q3/4 - Beware map shift - raw data is more reliable.
Q5 - VOR 13L JFK. You GENERALLY only get this approach in reasonable vis/cloudbase. In these conditions I found it easier to fly a very gradual descent 3-400fpm from the VOR until on the VASIs. Anyway the easiest way of all is to look out the window, follow the shoreline initially and enjoy FLYING the AEROPLANE. If you find yourself working too hard get your other half to be a "talking VSI".
Good luck with your course!