By no means am I an expert on this stuff, but I thought I'd chime in as I just bought a Trek in April (a 5000). What the guy at my LBS said is that he could tweak the stem, etc. on the 1000/1200/5000 (whatever one you're looking at) so that the rider would sit more upright like on the Pilot. So, ride the 1000, ride the Pilot, have the salesperson swap out stems to get the right bike to feel just right. You might be surprised which bike ends up feeling right (or maybe neither will...and you'll need to go to a different brand).
Good luck, and have fun! I'm excited to see what you end up choosing!

