There’s 100% chance that all of Shakespeare’s and all of Trump’s writings will be started immediately with infinite monkeys. All of every writing past, present, and future will be immediately started (also, in every language assuming they have access to infinite keyboards of other spelling systems). There are infinite monkeys, if one gets it wrong there infinite chances to get it right. One monkey will even write your entire biography, including events that have yet to happen, with perfect accuracy. Another will have written a full transcript of your internal monologue. Literally every single possible combination of letters/words will be written by infinite monkeys.
Care to elaborate?