Tag Archives: Claire Cummings

The Vermont Democratic Party Continues to Disappoint

In April, when the Vermont Democratic Party hired Claire Cummings as its executive director, many an eyebrow was raised. Not that any of us knew beans about Cummings or could render informed judgment on her qualifications, but we did know two facts: She was very young, and she hadn’t been in Vermont politics very long. Less than a year, in fact.

The track record of parachuted political talent is pretty dismal. You’re far more likely to succeed if you have some experience of Vermont politics and the tangled thickets of the VDP. Still, she got the gig, so maybe she was the best one.

But from what I know now, her hiring seems even more of a stretch. There were at least two finalists for the job with much longer resumes and greater political accomplishments, and with far deeper experience in Vermont and party politics. I did not hear about this from either of them, but from a bunch of folks associated with the party. Who, presumably, are dissatisfied with the hire or they wouldn’t be spilling the beans.

I won’t name the two, because they’ve gotten on with their lives and they didn’t leak the news. But rest assured, their qualifications are rock solid.

I have no knowledge of Cummings’ personal qualities or her performance on the job so far. But the VDP is a dysfunctional snakepit. Or, as an exiting staffer said last winter, the party suffers from a “toxic environment” and “a lack of willingness… to address systemic issues.” It will take a strong hand to whip this organization into shape. And it’s difficult to wield a strong hand when you’re usually the youngest person in the room and you aren’t familiar with the powers and principalities of the party.

If you want a sense of how difficult this job is, Cummings is the fourth person to hold the job since 2018. (The party has also had four chairs since 2017. Not great.)

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New Jockey, Same Ride

Belated best wishes and condolences to Claire Cummings, the new executive director of the Vermont Democratic Party. I trust she has an idea of what she’s walking into, since she worked on the VDP’s 2020 campaign.

You know how it seems like a certain storefront or commercial building seems to be cursed? One business after another opens up, gives it a shot, and then vanishes? Well, that’s the leadership of the Vermont Democratic Party.

Cummings is the fourth person to hold the job in less than four years — and the fifth, if you count then-party chair Terje Anderson’s unfortunate tenure as interim ED in 2019. (The five, in chronological order: Conor Casey, Josh Massey, Terje Anderson, Scott McNeil, and now Cummings.) The VDP has also seen chronic turnover in staff positions. The “senior” staff member is Spencer Dole, who was hired in February 2019.

Party chair has also been a revolving door of late as well. The VDP is on its fourth chair in five years. (Dottie Deans, Faisal Gill, Anderson and current occupant Bruce Olsson.)

The casual observer might expect the VDP to be a powerhouse, given the party’s dominance in state politics. But no. If anything, it’s fat, lazy and stuck in a rut. You hear a lot of talk about energizing the VDP, winning back the governorship, and opening the door to young Democrats and BIPOC Vermonters. But when it comes time to put words into action, it’s pretty much the same ol’, same ol’.

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