Generally, if you have multiple conditions to evaluate, you can just drop the individual results into boolean variables and then evaluate them all in the final line of the expression. This is just an example, I have no idea if it actually does what you need:
dropMenu2 = comp("ES_TITLE_CUSTOM").layer("CLOSER_CUSTOM 4").effect("PART 2")(1).value;
splitText = thisComp.layer("EVENT NAME").text.sourceText.split('\r');
cond1 = dropMenu2 == 3;
cond2 = splitText.length > 1;
(cond1 || cond2) ? 100 : 0