Another week that could electrify the left

Another week that could electrify the left


With help from Eli Okun, Ali Bianco and Irie Sentner

Good Monday morning. This is Jack Blanchard, staggering into the new week after completing the toughest assignment of 2026 — hosting a 5-year-old’s birthday party. No journalism gig could ever come close. But we survived! Drop me a line.

In today’s Playbook …

All eyes on Colorado tomorrow as the Democratic insurgency heads for the hills.

Get ready for another SCOTUS news dump at 10 a.m.

The Boldfaces: Michael Bennet, Phil Weiser, Melat Kiros, Diana DeGette, Hasan Piker, Janeese Lewis George, Mike Johnson, Brendan Carr, Rick Scott, Mark Kelly and more.

ROCKY ROAD: In case you hadn’t noticed, Democratic insurgents are having a moment. In Colorado tomorrow we’ll find out if that’s shifting to momentum, as a quartet of closely watched primary races reach their climax.

Mountain high: In the context of last week’s New York City earthquake, what had once looked like a relatively low-key primary date tomorrow is now anything but. We have a professional Donald Trump-basher threatening to block a senator’s path to the governor’s mansion. We have a political novice — not even born when her veteran opponent first took her seat in Congress — on the verge of an extraordinary ouster. We have a key midterm battleground shaping up to be fought sharply from the left. And we might — might — even see one of Colorado’s best-known politicians face a radical progressive challenge.

New York is one thing, but Colorado is another. Expect to learn plenty tomorrow night about how insurgent messaging really lands outside of a coastal metropolis, and what that means for the future of the Democrats — and perhaps the presidential contest in 2028.

First up: The shocker. Sen. Michael Bennet, the three-term senator and 2020 presidential wannabe, at one point appeared on a glide path to the Colorado governor’s mansion this fall. Far from it, POLITICO’s William Steakin reports this morning. Bennet’s opponent, Colorado AG Phil Weiser, has closed the gap dramatically and may yet come out on top after polls close in tomorrow’s primary.

Let off some steam, Bennet: “There may be only a slight Bennet advantage at this point,” a Democratic strategist tells William, revealing that private polling in the race has been “all over the place.”

Important: This is not the same leftist insurgency we witnessed in New York City last week, though there are clearly parallels to be drawn. While Weiser has positioned to Bennet’s left on certain policy issues, he’s mainly gained traction by casting himself as a battle-hardened anti-Trump warrior, ready to jolt the complacent Dem establishment and take the fight directly to the president. Weiser has sued Trump 66 times as AG, a record he’s leaning on heavily. It’s music to the ears of a Democratic base desperate for someone — anyone — to start clobbering back at Trump.

Beyond the governor’s mansion: As Playbook told you last week, the most closely watched House primary tomorrow will be in the 1st Congressional District — essentially covering Denver itself — where 29-year-old lawyer-turned-barista Melat Kiros is trying to oust 15-term Rep. Diana DeGette. At 29, Kiros was born a few months after DeGette was first elected in 1997. The changing-of-the-guard narrative here is just waiting to be written.

And this one does have shades of NYC. Kiros is a signed-up member of the Democratic Socialists of America, and her campaign is seeking to mimic the Zohran Mamdani method. National DSA chapters are hosting daily phone banks, with organizers vowing to overcome their opponents’ large corporate donations by knocking on tens of thousands of doors. Hasan Piker, the lightning-rod progressive Twitch streamer, told William he intends to host a phone-bank marathon for Kiros and to campaign in the state tomorrow.

Several recent polls have put Kiros out in front, and the shift in expectations through this final stretch has been striking. While it’s been known for a while that DeGette had a fight on her hands, plenty of observers now clearly believe she’s going to lose. “It’s not looking great,” one prominent Colorado Democratic strategist familiar with DeGette’s polling tells William. “It’s very tough when you’re fighting against a wave.”

If DeGette’s ouster no longer feels like a long shot, anything similar playing out in Colorado’s Senate primary would have jaws hitting the floor. Democratic Sen. John Hickenlooper has been a cornerstone of Colorado politics for decades, with the near-universal name recognition you’d expect of a two-term state governor and Denver city mayor. Initial polls in February gave him a seemingly unassailable 30-point lead over his leftist challenger, state Sen. (and former DSA member) Julie Gonzales.

And yet: In 2026, incumbency is not the superpower it once was. (Hickenlooper will also be 80 years old after another full Senate term.) A local poll last month had his lead over Gonzales reduced to just seven points, suggesting this may be closer than expected. One strategist even tells William they’ve seen private polling putting the race as a dead heat. If the leftist wave really does extend to Colorado, the final numbers in this Senate primary will be a measure of how far up the beach it can go.

And don’t forget: As Playbook’s Ali Bianco set out yesterday, the Dem primary to take on Republican Rep. Gabe Evans in one of the country’s most fiercely contested House battlegrounds — Colorado’s 8th — is also a fascinating one, and plenty are predicting state Rep. Manny Rutinel will defeat his opponent Shannon Bird from the left. Evans is wisely trying to keep his own focus on affordability, and will be joined by Energy Secretary Chris Wright at a campaign event this morning.

The red scare: More broadly, Republicans spy a major opportunity in their opponents’ shifting position, and Trump has wasted no time in trying to weaponize the trend. The president’s speech to the Faith and Freedom Coalition last Friday saw him trial a tub-thumping new message about the “Communist” threat America is supposedly facing, and his Truth Social feed was peppered with further posts on the theme throughout the weekend. Expect to hear this on a near-daily basis for the next four months.

New boogeyman needed: The assumption had been that Trump would use Mamdani as his socialist boogeyman-in-chief, but unhelpfully for Republicans the president has made clear that, well, he rather likes the guy. (Also unhelpfully for Republicans, Mamdani has proven adept at making himself look far more human than the vast majority of D.C. politicians on either side of the aisle. Just check out his NYC pool jump on Saturday for the latest example.)

Instead, Trump now appears to be focusing on the likely next mayor of D.C., Janeese Lewis George, as an alternative target. His diatribe toward her yesterday afternoon read like a harbinger of battles to come. (“We will not let [Washington] be destroyed by a Communist adherent,” Trump blasted.) Expect to hear plenty more about her on Truth Social in the weeks and months ahead. For D.C., real conflict could be coming down the track.

On today’s Playbook Podcast: Jack and Megan Messerly discuss the Trump-shaped specter looming over Colorado’s primaries.