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DeSantis Rewards UWF Trustee Bailey w/Judgeship

Courts & Politics

DeSantis Fills Two First Circuit Judgeships — and One Pick Raises Questions

The governor passed over ten applicants to appoint Santa Rosa County Judge Matt Gordon and Crestview attorney Paul Bailey. Bailey’s ties to the UWF Board of Trustees — and to the man who chaired the nominating commission — are hard to ignore.


Gov. Ron DeSantis has appointed two new circuit judges to the First Judicial Circuit, which covers Escambia, Santa Rosa, Okaloosa, and Walton counties. The seats were left open by the retirements of Judge Linda Nobles and Judge Jan Shackelford.

One appointment was straightforward. The other invites scrutiny.

Matt Gordon, a sitting Santa Rosa County judge, was elevated to the circuit bench—a conventional move that follows a well-worn path in Florida judicial appointments. Promoting a county judge to circuit judge is common practice.


A Crowded Field — and a Surprising Choice

The Judicial Nominating Commission for the First Judicial Circuit forwarded ten applicants to the governor’s office. DeSantis passed over all of them — except Bailey — to fill that second seat. The passed-over applicants included seasoned litigators, public defenders, a state attorney, general counsel to a county clerk and a sitting U.S. immigration judge.

The list forwarded by the JNC included:

Among those passed over: a sitting federal immigration judge with prior circuit court experience. That’s a resume that typically commands serious attention.

Promoting a county judge is common practice. Picking a private attorney over a former circuit judge and a sitting federal judge is not.


Connecting the Dots

Bailey’s appointment starts to make more sense—or raise more questions, depending on your perspective—when you trace his institutional connections.

Bailey sits on the University of West Florida Board of Trustees. So does Zack Smith, who chairs the very Judicial Nominating Commission that forwarded Bailey’s name to the governor. The two have voted together on UWF board matters.

The network, summarized: Bailey (Welton Law Firm / UWF Trustee) + Zack Smith (JNC Chair / UWF Trustee) + Stazi Kamoutsas (FL Education Commissioner / Regent Law grad) = DeSantis UWF board overhaul + Manny Diaz as UWF president.

None of this is illegal. Governors appoint allies. Nominating commissions are political bodies. But the First Judicial Circuit serves a large chunk of Northwest Florida, and the bench matters to real people with real cases. The question worth asking is whether Bailey’s appointment reflected the strongest available legal talent — or something else.



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