Now, it seems more likely that the hole he was digging is too deep from which to climb out. For Levin, it's pretty much a no win situation if Trump wins.
If Hillary wins, then it's 4 years of old time exposing the mess in Washington and the return (he hopes) of his loyal listeners. But if she loses, the only hope he then has is if Trump fails miserably. Should Trump succeed, even marginally, in growing the economy, especially with tariff changes and job creation then his doom and gloom predictions look foolish. Worse yet, if Trump should succeed in building a real wall, or even slowing illegal immigration, again his prognostication skills are shown to be lousy.
I don't recall Levin railing against McCain or Romney one-tenth as hard as he does against Trump, nor did he spend hours and hours advising those two losers how they should reach out to conservatives. After all, if they had defeated Obama there would have been no real change in DC and his listeners would continue to buy his books and listen to his blaming everything on the RINOs. The self-proclaimed TEA Party leader would rake in the bucks yapping about how we need change while quietly supporting the same people in Washington who point fingers at each other in the day and raise their glasses to each other at night when the C-SPAN cameras are off.
Short analysis: Hillary wins - Levin wins; Trump wins and fails, Levin wins. Trump wins and succeeds, Levin loses. And, having grown up in NJ, close to NYC, I can assure you that Trump does not like to lose....