I think the worst thing about backup strategies is that if you have doubts about the success of Plan A, what reason do you have to believe that Plan B will be anymore successful? Plan B is just as capable of failure as Plan A was. So why the hell have a Plan B? Or why not have an infinite regression of alternate plans?
What's worse is when you take a Plan A, swap it for Plan B, because Plan A seems bust, and then when Plan B fails you think you can resort to Plan A as your "Plan B". Well, guess what? It doesn't work that way. When life is in Fail-Mode, no amount of planning in the world can stop it.
My problem with the whole "wing it" strategy is that it lacks commitment. I want to commit. I want to turn things away because I'm already in something. It's kind of like those assignments in school that were completely open. When you can do anything you want, you can't ever think of what you want. There needs to be some restrictions, some limitations. There needs to be boundaries that can be pushed before you're really creating anything. Otherwise you're just making a big fucking mess.
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What you really need to do is design your plans so that, while the outcomes of both A and B are reasonable, B is brought about only by the heros successfully foiling plan A. That way you can laugh manically and pretend you're a super-villain.
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