For months, the political world has been consumed by the question of whether Donald Trump — that guy??? — could really win the GOP nomination. Now Republicans and Democrats alike are starting to ask the next question: What happens if he makes it to the general election?
Approaching Trump as his party’s nominee is difficult because he’s already confounded so many political expectations to get to the point he is now. What is clear, however, is that the wealthy real estate mogul has not had to face the type of attacks that are likely to come his way in a general election, nor has he weathered anything close to the scale of negative ads he’d have to endure to succeed. For a variety of reasons, rival GOP candidates and their donor allies have overwhelmingly spent their ad money bashing each other rather than Trump, hoping to winnow down the field before taking the on the front-runner one-on-one.
For the latest news from New Hampshire click here
Conversations with strategists in both parties reveal two tough angles in particular that Trump will have to overcome should he go up against Democrats in the general election.
Puncturing the populism
Trump’s biggest superpower in the GOP primaries, the one that may propel him to the nomination, is his ability to connect with blue-collar white voters. He’s promised to lift those voters up while waging war on their perceived enemies: China abroad, immigrants at home, and elites everywhere.
RELATED: Trump calls supporter’s use of epithet a ‘great moment’
To some Democrats and Republicans, the obvious play then is to try and wreck the myth of “Donald Trump: Working Class Hero.” That means an onslaught of ads casting him as a heartless businessman stomping on the weak: Things like trying to kick veteran vendors off his street, suing an elderly widow to turn her home into a parking lot, applying to bring in foreign workers while decrying them on the trail for stealing jobs. He’s also complained during the campaign that “wages [are] too high” in America to compete with China.
It took awhile, but you’re starting to see this angle from some Republican groups and candidates. Liz Mair, the GOP strategist behind the anti-Trump Make America Awesome PAC, told MSNBC it’s the only angle that works in focus groups. The group’s current slogan in New Hampshire ads: “He’s For Trump: Not Us.”
This is only half of the attack Trump would face from Democrats, however. The critical second part is something Republicans can’t deploy for ideological and political reasons: Trump’s policies would make him personally a whole lot richer.
Trump’s sweeping multi-trillion dollar tax plan would massively benefit him, his business empire, and especially his globetrotting safari-hunting heirs who would pay zero taxes on their inheritance. Why don’t the other candidates bring it up? They’re promising similarly lavish tax breaks for the one percent.
It didn’t attract much notice at the time, but Bernie Sanders has already targeted Trump with this exact frame.
“This is a guy who does not want to raise the minimum wage,” the Democratic candidate said in a CBS interview in December. “In fact, he has said that he thinks wages in America are too high. But he does want to give hundreds of billions of dollars in tax breaks to the top three-tenths of 1 percent.”
That line touched a nerve with Trump, who responded on Twitter by abandoning his “wages” remark (which he made on camera at two separate points) and claiming it was misinterpreted. He can expect to face a crush of ads with those clips as well as him boasting “I fight like hell to pay as little as possible” when he debuted his tax plan.
Prominent Clinton allies are predicting an offensive along these lines, according to a Politico report, which they liken to the ferocious attacks on layoffs and bankruptcies at Bain Capital that helped drag down Mitt Romney in 2012.
Obama campaign veterans always insisted that the special sauce to the attacks against Romney was the broader argument that Republican policies would only enrich people like him. Romney anticipated the attacks and pledged early on not to use loopholes to try and lower his own tax bill, which created problems of its own. Trump has left himself wide open and relied on his “authenticity” to repel attacks, but there’s no telling if it will work outside of his base.
Building a backlash
Others within the Democratic Party put less stock in a Bain-style attack targeting Trump’s blue-collar white support. The more important task, they argue, is using Trump’s words and positions to fire up the Democratic base.









