I like the "out of the box thinking" but do you have any idea how to handle the volume of calls you will receive? 50,000 flyers should get you around 375 calls for more info. If you're decent at sales you'll close 70% of those sales that's 260 new customers to work for. 26 new customers is a big undertaking for a startup business but 10X's that is crazy. The other thing is if you underbid half of those you're already DOA and you don't even know it.
I've never been skydiving, but I have zoomed-in on Google Earth really fast.