Watch Republican presidential nominee Donald Trump make jokes at the annual Alfred E. Smith Memorial foundation dinner in new York, Oct. 20. (The Washington Post)

Donald Trump, by all accounts, bombed at the quadrennial Alfred blacksmith Dinner in brand-new York City top top Thursday night.

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"Donald trump Heckled by new York upstream at Charity Dinner," review the headline of the new York Times piece on the dinner. "At charity roast, Donald Trump yielded what might as well be a campaign eulogy," was the headline of the WaPo piece.

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People were amazed. How might Trump execute so poorly at a dinner known for a bit of self-deprecating humor and also political/media elites congratulating themselves on your success?

No one have to be surprised. And the "why not" gives a deep understanding into who Trump is and what drove him right into this presidential race in the very first place.

Remember the Trump has always viewed himself as someone ~ above the external looking in. His father was a large deal in majesties as a real estate developer, but never risked taking his organization into Manhattan. Trump, also when he ended up being extremely wealthy, was never welcomed by the old-money elite of new York City, who viewed him as as well brash, also in-your-face for their taste.

And remember, too, the the clearest motivation for trump to operation for chairman in 2016 apparently came in 2011 when he was absolutely roasted by chairman Obama and comedian Seth Meyers at the White residence Correspondents" combination dinner. The was Trump, yet again, together the guy on the exterior looking in — this time at the Washington elite, every one of whom were laughing in ~ him.

Trump, in short, has actually never liked or feel comfortable around the type of people who walk to the Alfred blacksmith dinner or the White house correspondents" dinner. He"s constantly believed the those civilization sneer in ~ him, the they referee him as unworthy of your attention and also their respect. The they check out him as less than them.

And so, it"s no surprise that trumped (a) didn"t feel comfortable in the room last night and (b) didn"t gain a really warm reception from the crowd. That was, quite literally, not his people. For all of the ostentatious wealth and also the braggadocio, trumped knows the these human being don"t prefer him and have never embraced him.

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My guess is the Trump"s reaction top top the project trail in the wake up of the Al smith dinner will be even much more aggressive and also anti-elite than it was going right into last night. Trump card is an able reader of crowds; that will know that they were laughing/booing at him. And, if it"s anything prefer what occurred in the wake of the 2011 White residence correspondents" dinner, he will usage his own resentment to journey him in the final 18 days of this race.

Watch Donald Trump's complete remarks at the 71st yearly Alfred E. Blacksmith Memorial structure Dinner in brand-new York. (Victoria Walker/The Washington Post)