Trump would be Gaius Julius Caesar with him championing the populist movement. While he wasn't military, he does have a history of business which in the modern world can be analogous with military campaigns. Yes, there was no actual crossing of the rubicon, but you can surmise the hundreds of in person rallys he has could be slated as crossing the rubicon. He brought his legions of pedes, deplorables, and patriots to attention of the growing corruption of the senate.