Is There a Need to Wear a Three Digit Uniform Number?

In Episode 1966, in the discussion of retired numbers, you mentioned the possible need for players to wear three digit uniform numbers if teams kept retiring them at a certain pace. I just checked the rulebook and I don't see anything that prevents a three or more digit number on a uniform. How likely do you think it is that we will see a number greater than 99 and someone's back in the next say 10 years? And why not? If Aaron Judge is the best player in baseball last year and he's 99, then why would you not want to be 100? Why wouldn't someone want to break that barrier?