1. Handle millions of users or at least fail gracefully for the ones who try to log in after the processing limit is hit.
2. Allow users to create accounts, verify their identity using industry standard methods, enter in far too personal of information and look through an inventory of possible policies in the low thousands range to determine which are applicable to the customer.
3. Pass the information in a standard format to the actual selling companies because this is just a sales front end like Travelocity rather than the actual airline.
This isn't a "best and brightest" project. Landing people on the moon with a computer having 80 kB of total memory (RAM and ROM) and a 1 MHz processor was for the "best and brightest". Other than the ability to handle a load of 300 million customers, this requires "minimally trained in web programming", which the Obama administration didn't even hit.
Wait a minute...I thought Clinton mental midget Sturgeon General Joycelyn Elders told us we were going to lose our “best and brightest” because of AIDS...and lack of funding...or something...