Originally Posted by irishguy28

I'm a great advocate in planning pessimistically. But instead of buying unnecessarily expensive (Flex is expensive) tickets, I usually have a different strategy, involving cheaper, intentional throw-away tickets. I'd book a backup throwaway ticket that would assist me in case of whatever misconnect or other worry you are may be attempting to address. Such a throwaway ticket, which although not refundable, can usually have the taxes refunded. If booked sufficiently cleverly and long enough in advance - and on any cheap carrier - it's a better insurance policy than betting on being able to put yourself in a position where you have enough time to cancel this unnecessarily expensive Flex ticket.