you've named one of the biggest "features" (for me at least, being of similar mindset to you)
wp7 is more like apple in that it is far more controlled by msft, and manuf and carriers are limited to a sandbox that they can employ their various skins and apps, all of which are removable without jumping through 60 hoops to accomplish.
as far as the trophy not being the best phone, the biggest thing that trophy doesn't have going in comparison to other wp7 devices is there is nothing extraordinary about it (especially if it ends up having a tft-lcd and not an sLCD)
BUT
all wp7 (current gen) devices are very similar since the chassis is spec'd out by msft, which makes them all performance wise very similar, so the user experience will be very similar to anyone on the wp7 platform (which is the same way apple essentially works, except the hardware is made by them and there is only one model per generation, so it seems even more simplified)
even in it's 1.1 stage, i feel that wp7 is FAR more polished than android, and offers a unique and efficient user experience compared to the iphone. once mango is released, it will offer feature parity with any other platform out there for the most part, and hopefully more APIs are opened up to developers so that we get more apps as well.
personally though, i would get the trophy off contract through 3rd party channels, as i would be pretty bummed out when the gen2 hardware rolls out and i'm still stuck very early into a contract. i'm guessing since the trophy is starting out at a lower price, i should be able to pick one up within a month for closer to $200 free and clear, leaving my options open for some new hardware in the fall.
things should be more clear after tomorrows event as to what hardware may be coming to what carriers, so that could help your decision.
i've had 5 android devices on verizon and the iphone4 as well, and while i love android's customizeability, it's a double edged sword, as the device (IMO) HAS to be tinkered with to get to perform fairly decently, and even then i would call it far from being very polished or smooth.
while the iphone4 and ios are far more stable, the platform is getting a bit stale and boring for my tastes, and the constant jumping from app to app gets really old really fast for me. i want more features baked into the OS, which is what wp7 seems to offer.
honestly, i can't think of one android phone on verizon i would even consider right now. if they had a nexus s, it would be a different story, but i personally don't see any vanilla android devices coming to verizon anytime in the near future, if ever again unless google changes something in the way they are developing the platform.