what about if you know Milestone is locked of it's bootloader, which means you can't get custom Roms, overclock and more.

Milestone is really good phone, despite this MOTO bullshit policy.
Have look on facebook, I don't really think MOTO will free the bootloader, and it's really difficult to hack.

So, I've already sold my milestone for Deisre. Maybe Desire is not good as Mileston, but it's open