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In Dutchess comptroller race, incumbent faces challenge from legislative chair
When Dan Aymar-Blair, the Dutchess County comptroller, first told his mother he was running for the position, she responded: "I'm so proud of you, honey. What is that?"
The anecdote got a laugh from a dozen residents gathered at a Hyde Park library town hall last month, but it also captures the central challenge for Aymar-Blair, a Beacon resident and former City Council member, in winning re-election to a full term as comptroller: persuading voters to care about an office so little-understood that even his mother needed an explanation.
His Republican opponent, Will Truitt, the 30-year-old chair of the Dutchess County Legislature, faces a different challenge. To win the race, he must mobilize a GOP political machine that has enabled Republicans to control Dutchess - the Legislature, the county executive's seat, the sheriff's office - for nearly all of the past three decades.
The vote should be close. Although there are about 20,000 more registered Democrats in the county than Republicans (75,000 to 56,000), another 12,000 voters are enrolled in smaller parties and 60,000 have no declared party affiliation.
Control of the office has repeatedly flipped between parties. But Republicans have historically been more effective at turning out voters in off-year elections like this one. In recent presidential years, Democratic turnout in the county is around 70 percent; in recent off-year local elections, that drops to below 45 percent, according to data from the county Board of Elections.
"It's a truly purple county," said Michael Dupree, who chairs the Dutchess County Democratic Committee.
Aymar-Blair won in November by fewer than 1,000 votes in a special election held during a presidential election year, a contest that occurred because Democrat Robin Lois resigned to become deputy comptroller of local government and school accountability in Albany. Gregg Pulver, a Republican who had chaired the Legislature but lost his seat, was appointed to the role. The narrow margin meant the outcome hinged on absentee ballots.

When it comes to the question Aymar-Blair's mother asked, however, the two candidates have very different answers.
"This office is an essential part of checks and balances," Aymar-Blair told the group in Hyde Park, part of a series of non-campaign events he has held in libraries to explain what his office does. The comptroller, he told the group, serves as an independent watchdog responsible for scrutinizing budgets, contracts and capital projects.
Truitt, who was elected to the Legislature when he was 20, frames the job differently. To him, the comptroller is akin to a chief financial officer, someone who works in step with the county executive and Legislature, keeping the government "one united team."
"Anyone here who's ever worked in small business knows if you have a CFO [chief financial officer] - a comptroller - who's working to undermine the rest of the team, you are going to fail," he told supporters at a fundraiser at a donor's home in Fishkill last month.
A self-described "Energizer Bunny," Truitt bounded through the crowd of 170 supporters and more than two dozen Republican elected officials, giving hugs, shaking hands and pausing for quick huddles with campaign aides. The event, advertised as offering "$250 hot dogs, $500 burgers and $1,000 steaks," delivered on its promise of red meat on the grill and in speeches.
Speakers at the fundraiser railed against the brainwashing of the young in academic institutions and warned of growing Christian religious persecution across the country. The crowd paused for a moment of silence for right-wing activist Charlie Kirk, assassinated days earlier, and Truitt vowed to uphold the political firebrand's legacy. Dutchess GOP Vice Chair Doug McCool whipped up the crowd: "Truitt!" he called. "Will do it!" the crowd bellowed back.
Truitt hopes these officials, donors and rank-and-file Republicans wi...