I tried
my other friend's Bose and they were damn nice but for $1000, ummm, I
can think of a 1000 other things to spend it on.

You can look at it 2 ways - you've discovered one way already - the other is
that you learn to fly because flying is enjoyable - but aircraft hire is
expensive - so why not invest in something that will help you get maximum
enjoyment out of the hard-earned $$$ you're shelling out at the FBO for the
aircraft?

For what it's worth, I currently own 2 Bose headsets - and am saving up for
a 3rd (then a 4th) so that my passengers can enjoy the same level of
comfort. The Bose has less clamping force - is easily adjustable - and the
service/warranty was amazing (we had one go faulty with a bad connection in
one ear cup - instant replacement with an entire brand-new headset). I keep
both existing sets in their carry bag - and both are in as good a condition
now as they were when I bought them.