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I don't really understand what you mean by "what is the maximum amount of risk you'd be willing to take?"
If you choose to step back on the field, you are assuming the risk of having Mike Webster experiences at 55 every single snap. You should really be asking whether or not someone would get back on the field and assume that risk, or would they pack it up and retire. You can't quantify risk as 1%, 5%, 10%, and so on in this situation.
You could take an actuarial stance and ask, if the risk of having a Mike Webster experience at age 55 increased 5% for each year you played in the NFL, how many more years would you play?
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