If it's only that u can use a batch process in wavelab (I think soundforge has that back again) 2 cut anything bellow a certain threshold... if it's a silence then it sound work perfectly... or just create a dummy wav with a square Wave at 1 khz.. load up in live and measure the amount of silence... I am assuming this is a constant value!! Then u know how much 2 take in each clip u load 2 live (u can move the start point 2 that amount)...
On top of that If u have snap 2 zero crossing activated (i am assuming there is such an option in Live) as soon as u move the start indicator it will imediatelly jump 2 the real start of yer loop!!

Lemme know if this works in anyway!!

Z