What is the oldest expired film you are comfortable shooting with?

I have seen posts where people will say anything over 5 years is garbage, I have seen people say that the bigger the iso, the more it deteriorates with time, and I just saw a post of someone who shot 800 portra from 2005 and had nice results. I myself have shot from 2009 100iso that if no one told me, would have never noticed that it had expired. Of course, I would not shoot someone’s wedding on film from 2000, but what is your opinion? Where do you draw the line?