Therac-25!
Developers on the Therac-25 project were pretty confident about the timing between a UI and an interface related issue in an therapeutic XRAY machine.
They should not have been.
You can learn more about this famous life-and-death software disaster at:
http://www.youtube.com/watch?v=izGSOsAGIVQ
or
http://en.wikipedia.org/wiki/Therac-25
Your application may be much less sensitive to failure than medical devices. A helpful method is to rate risk exposure as the product of the likelihood of occurrence and the cost of occurrence over the life of the product for all the units that could be produced.
If you have chosen to build your code to last (and it sounds like you have), you should consider Moore's law that can easily lop off several zeros every few years as computers inside or outside your system get faster. If you ship thousands of copies, lop off more zeros. If users do this operation daily (or monthly) for years, take away a few more. If it is used where Google fiber is available, what then? If the UI garbage collects mid GUI operation, does that affect the race? Are you using an Open Source or Windows library behind your GUI? Can updates there affect timing?
Semaphores, locks, mutexes, barrier synchronization are among the ways to synchronize activities between threads. Potentially if you are not using them, another person who maintains your program might and then pretty quickly assumptions about relationships between threads can shift and the calculation about the race condition might be invalidated.
I recommend that you explicitly synchronize because while you might not ever see it create a problem, a customer might. In addition, even if your race condition never occurs, what if you or your organization are called to court to defend your code (as Toyota was related to the Prius a few years ago). The more thorough your methodology, the better you will fare. It might be nicer to say "we guard against this unlikely case like this..." than to say, "we know our code will fail, but we wrote down this equation to show it won't happen in our lifetime. Probably."
It sounds like the probability calculation comes from someone else. Do they know your code and do you know them enough to trust that no error was made? If I calculated a 99.99997% reliability for something, I might also think back to my college statistics classes and remember that I did not always get 100%, and back off quite a few percent on my own personal reliability estimates.