Only problem with $100 phone is that it now cost $50 after a year, because it's an old model. No wash more or less
"If" is a big factor. 1)if it breaks within 4 months, it has a warranty b) if it breaks after a year, price will drop significantly for the phone and it could be bought at most same price as insurance coverage. c) even after you replace it, you continue to pay insurance, again it build up costs of a replaced device. d) assuming it's not your first insurance, you've already paid insurance companies more than enough.
I had LG motion for a year and I broke the screen. New one (at time there was no discount on metro site) cost me $90. And my new phone was here in a day. It would be $40 deductible + $60 for a year of insurance. It would be completely pointless for me. It was the first phone that I broke in my entire life, all other are still working, and I'm not a white collar, my phones go through hell.
Pardon my opinion, but if you buy $600 phone. Have intentions of losing or breaking it within next 4 months to turn your total bill for a phone into 600+20+130+(maybe case, screen protector and SD card if lost) = almost $800 you are a total idiot. My back up plan would be IF it I lose it I deserve to own something cheaper to avoid further insurance costs. On another hand IF it does not break or get lost, I save $60 per year. And if it were 4 phone lines I own, that would be $240 per year.
So assuming it worth to have insurance for high end phone. It's almost pointless for anything at the range of $150-200.