Actually, while we will never know for sure, he probably could have. From what I could see during the election, while both camps had their staunch supporters, many voters seemed to pick who they viewed as the lesser of two evils. Trump came across rather buffoonish (not sure if that's really a word) but Hillary is/was completely untrustworthy, elitist, and entitled. She literally turned the stomachs of many people I spoke with. Democrats, mind you, who voted for trump because they had too much self respect to hand the nation over to Hillary.