Jim Drake sat to the side at a recent campaign event for U.S. Rep. Angie Craig. Drake came to the event undecided in Minnesota’s Senate race and hoping for clarity.
“I tend to lean, you know, maybe a little more progressive, maybe more than Angie does,” Drake said. The Arden Hills voter says agenda isn't the only thing on his mind.
“It’s the electability and the track record that make me come back here,” he said. “Those are really important to me. Those are the first things I want done, is to get a Democrat elected in the fall.”
Drake said at the early May event that he wasn’t ready to commit his vote in the between Craig and Lt. Gov. Peggy Flanagan.
Whether his sentiment is shared will be on display at the DFL state convention this weekend in Rochester. The Senate showdown has top billing during a weekend in which U.S. Sen. Amy Klobuchar is expected to find few obstacles in the way of the Democratic endorsement for an open governor’s office.
On Saturday, DFL delegates will decide on a Senate endorsement — and who they feel can carry the party message to victory this fall.
There are some similarities between the two. The stories of their childhoods, which they incorporate into their campaign stops, have parallels.
They were both raised by single mothers. Both spent some time as children on food assistance. Flanagan talks about having lived in Section 8 housing; Craig talks about living in a mobile home park.
“These are the programs that helped my mom care for me and to afford it all. And I'm here because of those investments, not in spite of them,” Flanagan said.
“So, this fight that we're in at this moment in time, it is personal,” Craig said, reflecting on her childhood.
In many ways, there is plenty of crossover in issue positions at the center of their campaigns. Both highlight how they’ll focus on improving healthcare access, ending corruption, emphasizing affordability and protecting voting and civil rights.
But the differences are clear in both their approaches and philosophies.
Flanagan’s political journey can be traced back to the politics of the late Sen. Paul Wellstone. She worked for Wellstone Action, a group that sprang up after his death to train progressive political activists and candidates. She says Wellstone, an unapologetically progressive U.S. senator, greatly informed her approach.
Craig’s political career took root in the 2nd Congressional District, a swing district that had been in Republican hands for nearly two decades until she took office in 2019. To win there, she had to win over centrist and some Republican voters, which she’s done. She’s worked across the aisle and voted with Republicans from time to time, which is part of her pitch to voters.
Flanagan has hammered Craig’s backing of the Laken Riley Act, which Flanagan said set the stage for the Immigration and Customs Enforcement actions seen in Minnesota over the winter. Craig said in March that she regrets supporting that law.
Meanwhile, Craig has been going after Flanagan for the human service provider fraud that led to millions of dollars in payments to fraudulent providers. Craig said Flanagan and the Walz administration did not do enough to stop it from happening. Flanagan has said the administration has taken many steps to address the issue.
Craig stresses how Democrats need more than their hardcore base to succeed.
“The only way we win is by extending a hand, by meeting people where they are, by bringing more people into or back into the fold, and folks, I know how to do that,” Craig told an audience at Malcolm Yards in Minneapolis earlier this month.
Flanagan says voters are tired of timidly pushing for small changes.
“Everywhere I go, they're sick and tired of Democrats bending to Republicans fighting from a defensive crouch, nibbling around the edges, or governing by sternly worded letter,” Flanagan told a crowd at a recent rally. “We need senators with the heart of Minnesota and the backbone of Bernie Sanders.”
The Vermont senator and progressive kingmaker headlined a recent rally for Flanagan — also in Rochester. About 1,300 people showed up for what was called the “Fighting Oligarchy Tour.”
Sanders plugged his agenda over a 50-minute speech and left the stage with a final pitch.
“We're going to create a government that works for all of us, and one way to do that is making sure that Peggy Flanagan is the next U.S. senator from Minnesota,” he said.
Flanagan has racked up other endorsements from well-known liberals. That includes Sens. Elizabeth Warren and Tina Smith, whose seat is up for grabs in Minnesota.
One prominent Democrat withholding his endorsement for now is Gov. Tim Walz. Despite having his longtime second-in-command in the running, he’s remaining neutral. He won’t even be in Rochester, saying he has a scheduling conflict and thinks it’s time for him to step off the stage.
Pressed on MPR’s Politics Friday why he isn’t backing Flanagan after twice sharing a ticket with her, Walz said he has connections to both candidates.
“It’s also a dear friend in Angie Craig, who I encouraged to run for Congress and tried to support. I think we have two incredibly talented women,” he said. “I think it's important not to have the past, which is me, have a thumb on what the future is going to look like.”
In early May, Craig joined a union picket line of striking Chisago County workers in Center City, an exurban town where Republicans usually dominate. It's the kind of place she isn't shy about going.
“My commitment to you is that I will always protect the right to organize and collectively bargain in this country, and that I will always show up on the damn picket line with you,” she said.
Craig has racked up substantially more money. But her haul often draws criticism from Flanagan, who emphasizes that she won't take money from corporate-connected political funds.
“If billionaires and big corporations can buy this seat, it will tell politicians everywhere that playing it safe is what gets rewarded,” Flanagan said.
Craig underscores how expensive the race will get as national Republicans eye Minnesota as a pickup target. She says she knows what a tough race takes.
“I've had $50 million spent against me by Republicans over the last 10 years, while I've been fighting every single election cycle to hold my seat in the second district and help Democrats hold the House majority,” Craig said.
The convention probably won't end the Craig-Flanagan contest. An August primary is possible to decide the nominee.
Multiple DFL candidates are vying for an open state auditor spot — another choice for delegates this weekend.
Meanwhile, Klobuchar is the clear favorite to wrap up the party's backing for governor, but could face some skepticism from the more progressive wings of the party.
There are several challengers also looking for the DFL nod, but none that have Klobuchar’s name recognition or history in the state.
Klobuchar has a significant fundraising advantage over all of the Republicans seeking their party’s nomination. A low-strain endorsement and primary contest would allow her to conserve money and get organized for the fall campaign while the GOP field needs narrowing.
She’s likely to pick a running mate either before or at the convention.
Incumbent Attorney General Keith Ellison faces one DFL challenger, Dave Madgett, who served as a judge advocate general in the Air Force and has been in private practice for nearly two decades.
Incumbent Secretary of State Steve Simon is so far running unopposed for the DFL endorsement as he tries for a fourth term.
The DFL convention in Rochester begins Friday and runs through Sunday. The GOP convention in Duluth also begins Friday.
