You put the timeout on the socket, not your application. Your application shouldn't care how long it takes, as long as progress is being made, which the socket will know about, but you won't. If you put a timeout on your application and then retry, you'll just make the problem worse. Your original packets are still in a buffer somewhere and still will be processed. Retrying won't help the situation.

How does the timeout help? Expose the lack of progress to the user and give them a way to give up; if they choose to walk away, then you stop. The only timeout should be in the head of a human that can make real decisions about how long too long is. The real problem: me knowing that if the software would have waited a bit longer, it would have worked. Your timeouts just cause more busy work and are often the root cause of snowball effects.