So far, those two posts above clearly state how ST works.
Basically the difference between Squaretrade and Apple's Out of Warranty service is, for ST you just pay the $50 deductible until you fully exhaust your repair costs, which they deduct from the $599 value (oops I think $699 based above) and they said it can get you up to 3 instances (or more) of fixing since it usually costs around $199. Please remember however that normal wear and tear doesn't cost a $50 deductible to replace, only those stated under their ADH (drops, spills) require the deductible. I've also heard too some repair costs go over $199 (is this true?)
So with Apple, assuming something bad happened to your iPhone and it is considered out of warranty (drops, spills, etc), you pay $199 but you get a refurbished iPhone right away.
With Squaretrade, as long you have their warranty (that you paid for $99, or some $80) then you just pay $50 and they fix it, give and take five days then you get your iPhone. So you just have to be patient when they're fiixing it I guess. The only thing is, if they can't fix it - then they'll issue you a reimbursement for whatever your remaining value for your insurance(?) is, then your warranty is already fulfilled so you have to buy one again if needed.
So for example, you dropped your iPhone 3 times and the glass screen breaks.
With Apple that's $199 + $199 + $199 out of pocket always.
With ST that's (get insurance first) which is $99 then $50 + $50 + $50
So that's close to $600 on Apple, against close to $250. Someone correct me if I'm wrong here but that's how I understood how ST and Apple's OOW works. Both however doesn't cover theft/loss.