i don't know the answer to question number 1.  i think
this is the answer to number 2:

first, check to make sure you don't have the old email
still there.  click the drop down arrow next to the email
address to make sure.  next, right click on the email
address itself. you will get a drop down menu. click
properties.  i always make the display name the same as
the email address.  this way you'll know you're sending to
the correct address instead of some address outlook has
associated with the display name.  hope this solves it.