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Entrepreneur Darien “Jack” Jackson returns to This Week in Jacksonville: Business Edition to open his newest downtown venture in the Elbow: Dapper Cheesesteaks downstairs paired with a cigar lounge experience upstairs in the former 11 Ocean space.

Florida now requires a stand-alone personal financial literacy course for high school graduation - but guests on This Week in Jacksonville: Business Edition say the real question is whether it changes behavior. Host Kent Justice talks with Dr. Ronetta Wards of the Jacksonville Public Education Fund (JPEF) and Howard Dale of the Rotary Club of Jacksonville about what “financial literacy” should actually mean for 17- and 18-year-olds: credit, debt, taxes, budgeting, savings, investing, and even emerging currency like crypto.

Kent Justice talks with former Jacksonville Jaguars linebacker Akin Ayodele, now Gallagher’s market leader for North Texas, about the Gallagher Partnership Internship Program with the Jaguars—designed to help pro athletes translate what they’ve built in sports (resilience, preparation, competition, leadership) into post-playing careers, especially in consultative sales and risk management. Ayodele explains how the program works (typically in the offseason), what interns experience day-to-day inside Gallagher, and why he believes employers should value an athlete’s mindset even if the résumé doesn’t look “traditional.”

Kent Justice talks with Colin Tarbert, the new CEO of Jacksonville’s Downtown Investment Authority, about what DIA actually does and what’s driving the current wave of downtown activity.

Clayton Pritchard, a Jacksonville-based product marketer with experience at Meta, LinkedIn and Twitter, joins This Week in Jacksonville: Business Edition to explain his acquisition of a B2B product marketing agency (Olivine) and why he’s choosing to run it remote-first from Jacksonville Beach.

Small businesses are spending more on marketing in 2026, even with inflation worries—but many owners still aren’t confident they’re putting those dollars in the right places. In this episode, Constant Contact’s Dave Charest explains why the most effective “one-two punch” remains social media plus email, and why email delivers more control and more reliable engagement than algorithm-driven social feeds. We talk about the trap of chasing every new platform, how focusing on one channel and building an opt-in audience can drive real revenue, and why retaining existing customers may outperform constantly chasing new ones. Charest also shares practical ways small businesses can use AI to save time without losing authenticity, plus simple automation ideas that keep marketing working even when you’re busy running the business. Finally, he offers clear, actionable priorities for the rest of 2026—and what trends may surprise business owners in the months ahead.

Two surprise Democratic wins this week — one in Hillsborough County and one in Palm Beach County — are being read by local analysts as more than isolated events.

As Northeast Florida heads into Q2 2026, Bank of America Jacksonville President & Southeast Regional Executive Mark Bennett says local business confidence has shifted toward growth - if owners have the right capital in place to seize opportunities. Bennett shares three priorities he’s hearing most from Jacksonville leaders and also points to continued strength in sectors like advanced manufacturing, fintech/financial services, healthcare, and technology as companies adopt more AI solutions.

Jacksonville’s rapid growth is putting new pressure on an old bottleneck: permitting. On this episode of This Week in Jacksonville Business Edition, Kent Justice talks with Sabrina Dugan, managing partner of SwiftBuild.ai, about how artificial intelligence is being used to speed up plan review—without removing human oversight.

VyStar Credit Union paired a regional survey with TransUnion data and found Jacksonville residents are experiencing high financial stress - with higher debt and delinquency than national averages. VyStar’s chief marketing officer Dana Karzan discusses a community-focused approach that includes a debt payoff challenge, financial education and fraud-prevention outreach.

This week’s episode of This Week in Jacksonville, Business Edition previews Players Championship week at TPC Sawgrass with executive director Lee Smith. He explains why running the tournament is a “52-week-a-year job,” outlines changes for this year — including a smaller field, new fan areas and drone coverage — and discusses economic impact for northeast Florida.

In this episode of This Week in Jacksonville: Business Edition, host Kent Justice talks with Mark Wilson, president and CEO of the Florida Chamber of Commerce, about the latest data showing a decline in childhood poverty across Florida. They discuss what this means for local businesses, the importance of targeting efforts at the zip code level, and how businesses can play a crucial role in breaking the cycle of generational poverty.

Jacksonville Mayor Donna Deegan addressed recent controversies during her appearance on This Week In Jacksonville, including criticism over a hologram display at Jacksonville International Airport and tensions with Florida Attorney General James Uthmeier regarding a gun registry probe at City Hall.

Florida State Senator Tom Leek, representing St. Johns, Flagler, Putnam counties and parts of Volusia, shared insights from the ongoing legislative session in Tallahassee. Leek highlighted progress on Senate Bill 482, known as the AI Bill of Rights, which aims to protect vulnerable populations.