A lively campaign scene in downtown Tallahassee as candidates engage with the community.
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Sponsor Our ArticlesCity Commissioner Jeremy Matlow has officially declared his intentions to run for mayor of Tallahassee, stirring a mix of excitement and controversy. Matlow’s campaign focuses on mending relationships with business leaders after a rocky phase during his political journey. With potential rivalries emerging, speculation is high about current Mayor John Dailey’s re-election plans. Legal issues from Matlow’s past add complexity to his campaign, making the political landscape in Tallahassee increasingly tense as key issues like affordable housing and crime take center stage.
The city of Tallahassee is buzzing with excitement — and a fair bit of drama — as City Commissioner Jeremy Matlow officially announces his plans to run for mayor. This decision comes on the heels of a rather rocky time for Matlow, who just two months ago wrapped up his controversial political action committee, One Tallahassee. So, what’s going on with this budding political journey?
First on Matlow’s agenda? Mending fences with business leaders in the area. His previous criticisms of the development sector and The Greater Tallahassee Chamber of Commerce didn’t win him many friends, and getting those relationships back on track is essential as he gears up for the election. He’s been making the rounds, chatting up various business bigwigs, and trying to create some goodwill ahead of his campaign.
Interestingly, one of his recent suggestions to name a public building after fellow commissioner Curtis Richardson didn’t fly. This proposal was rejected, largely because the suggestion came amid a backdrop of controversy about Richardson’s endorsement deals and financial support coming from Matlow’s political opponents.
Matlow isn’t flying solo in this endeavor. He’s enlisted the help of a couple of notable figures to assist him — Max Herrle and Ryan Ray. Herrle has his own baggage, having been embroiled in debates surrounding a blog called Our Tallahassee and questions about DUI evidence claims. On the flip side, Ray, who serves as Matlow’s aide, found himself in hot water among his fellow Democrats due to his participation in non-partisan races, although he’s firmly denied any serious misconduct.
As Matlow preps for what promises to be a thrilling mayoral race, whispers are growing that current Mayor John Dailey might bow out of re-election in 2026. If that happens, the competition could get fierce. Other names being tossed around for the mayoral position include County Commissioners Bill Proctor, Christian Caban, Nick Maddox, and Rick Minor. In addition, seasoned politicians like Bill Montford and Al Lawson might throw their hats into the ring.
On the legal front, Matlow is no stranger to controversy either. He previously sued the Blueprint Intergovernmental Agency, alleging issues with Florida’s Sunshine Laws. However, a circuit judge dismissed the lawsuit for being riddled with “fatal flaws,” meaning Matlow can’t refile the complaint. Reports indicated that the agency spent over $55,000 defending itself against Matlow’s claims over a two-year span, showing the financial strain of political battles.
Speaking of legal troubles, there was a jury conviction tied to allegations of evidence planting during a DUI arrest, which Matlow had highlighted in his criticisms. This adds yet another layer of complexity to his situation and raises questions about the reliability of the legal system he’s trying to reform.
The current atmosphere at the Tallahassee City Commission is rife with divisions. The recent primary spotlighted the competitive landscape where incumbent Jacqueline “Jack” Porter secured a win, while Richardson is embroiled in a runoff against Dot Inman-Johnson. Matlow has shown support for progressive candidates like Porter to shake things up a bit, while the business-backed candidates aim to swing the pendulum back in their favor.
With discussions raging surrounding affordable housing, escalating crime, and tough negotiations between the firefighter union and the city, these issues are becoming critical focal points in upcoming campaigns. As the political scene in Tallahassee heats up, one thing is certain: it’s going to be quite a ride leading up to the next election.
Tallahassee Political Landscape Shifts as Matlow Targets Mayor
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