J
Jim Kessler
Co-founder and Executive Vice President for Policy at the Third Way think tank in Washington, D.C., and frequent political commentator on podcasts and cable news.
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Oct 26, 2026
Trump, GOP Rally for Mississippi Seat
38:21

Jim KesslerGUEST
I mean, so one of the ways that you look at what's really going on, you can disagree with the polls.
2WAY TONIGHT | Mark Halperin on Trump’s Second Term, the Democrats and the Latest Political News
23:03
23:09
23:15
23:28
23:34
Mark HalperinHOST
Thoughts, Jim, on the whole thing and the sort of one-two from the president and the vice president?

Jim KesslerGUEST
Well, that was the Sergeant Schultz response for those of a certain generation of political answers.

Jim KesslerGUEST
Look, I think I think that was a career ending ad for Vivek Ramaswamy and for the ad maker.

Jim KesslerGUEST
You don't run an ad like that if you think you have a real shot at winning and.

Jim KesslerGUEST
You know, for me, as I look at what's gonna happen in the House and the Senate, Ohio was always my state number 51.
19 MINS LATER
"If you bust your butt, you should get ahead" | Jim Kessler
16:48
17:06
17:19
19:42

Anne KimHOST
Why not, right? What is the appetite for change? Like, where do you draw that line between change that's possible and change that's far out of line with where the American public seems to be?

Jim KesslerGUEST
And the reason why I say that is because the legislation is just a sloppy piece of crap.

Jim KesslerGUEST
And if you were really serious about this, you would have a bill that just has more flesh on the bones.

Anne KimHOST
So how do you respond to that criticism, that criticism Pragmatism is weak, incrementalist tea that excites no one.
2WAY TONIGHT | Mark Halperin on Trump’s Second Term, the Democrats and the Latest Political News
15:09
15:23

Jim KesslerGUEST
So one of the things is Donald Trump is saying to voters in America, because he is thinking about the midterms, we're not going to get anything done before the midterms.

Jim KesslerGUEST
And all this stuff that you're worried about with Iran, like high gas prices, that's going to end immediately after the midterms because they're going to have a deal because they're afraid of me that I'm gonna blow them up with nuclear weapons.
2WAY TONIGHT | Mark Halperin on Trump’s Second Term, the Democrats and the Latest Political News
19:27
19:35
37:03
Mark HalperinHOST
Is that an outlier poll from your point of view, or does that match up with where you think it might stand actually?

Jim KesslerGUEST
It's not a bribe if the You know, traditionally, I've found that Quinnipiac polls, and they're very, very good pollsters, they favor Democrats by a couple of extra points through their methodology.
17 MINS LATER
Mark HalperinHOST
Jim, just tell folks what the point of it is and what kind of ideas you're surfacing there.
2WAY TONIGHT | Mark Halperin on Trump’s Second Term, the Democrats and the Latest Political News
12:41

Jim KesslerGUEST
She does what a politician needs to do who's always worried that they're either six days or six years away from losing.
40 MINS LATER
Democratic Crossroads: The Unpredictable Journey of Today's Political Landscape (Jim Kessler of Third Way)
7:32
7:39
7:48

Jim KesslerGUEST
And the reason why is besides it being a difficult issue, there's always been an imbalance.

Jim KesslerGUEST
And the imbalance is chaos at the border helps one party, the Republicans, and it hurts the other party, the Democrats.

Jim KesslerGUEST
So on almost every occasion in which we've come close to a deal, 2006, Republicans pulled out.
20 MINS LATER
2WAY TONIGHT | Mark Halperin on Trump’s Second Term, the Democrats and the Latest Political News
16:45
16:54
17:10
17:22
17:33
Mark HalperinHOST
Jim Kessler, thoughts on those two races, if you would, the governor's race and the Senate race in Georgia?

Jim KesslerGUEST
And several years ago, who could imagine this? He ran a very expensive race for House, lost narrowly.

Jim KesslerGUEST
Everyone thought this is gonna be a really tough reelect, but he's acquitted himself extraordinarily well, both on the national stage and as Austin was pointing out, tending to the folks back home.

Jim KesslerGUEST
And when was the last time a Georgia Democratic Senator won in what could be like, I don't know, blow out is too big of a word, but like he could win by double digits.

Jim KesslerGUEST
And that is going to put him right away You know, in the presidential talk, he's young.
39 MINS LATER
D
56:35DeanAUDIENCE
And I'm wondering, is it more important to put guard rails to protect your left flank? Or are you more focused on trying to get your moderates to embrace some form of a sister soldier moment to release that left flank, which is more important right now?
2WAY TONIGHT | Mark Halperin on Trump’s Second Term, the Democrats and the Latest Political News
6:55
7:16

Jim KesslerGUEST
Like, he, this was an unwinnable situation, not just because of Graham Platner's policy positions, which would turn off the centrists in Maine, but because of all the other personal baggage that he brought to the table, and more was definitely coming out.

Jim KesslerGUEST
I am, at this point, lean pessimistic for Democrats on Maine, even though of all the pickups, it is, it is the bluest of the states.
9 MINS LATER
Rethinking the Democratic Playbook
25:46
31:15

Jamie WeinsteinHOST
Um, and obviously, uh, a third way is gonna say, "Well, no, it's because these issues stigmatized, uh, the Democratic Party." How do you win that battle? Is there a way to win (laughs) that battle definitively? I mean, 'cause both sides are gonna claim they're, they're the, their path forward to victory.
J
26:07Jim KesslerGUEST
The Democratic Party is almost evenly split between moderates and progressives, and so, um, the n- the natural inclination of our party is to bicker.
J
26:20Jim KesslerGUEST
Um, but this gets decided in a Democratic primary for president, and what we have seen in the past is that Democrats have, m- Democratic voters have moved towards electability and picking a candidate that they believe can b- beat Republicans.

Jamie WeinsteinHOST
I mean, w- Donald Trump winning, does that, I mean, what happens to the issue th- that, that he tried to overthrow the government in, in, in 2020? I mean, where do you go from there? Can you raise that anymore after he's reelected?

