If you’ve ever smiled (or nodded knowingly) at one of the cartoons featured on WMNF or in Creative Loafing Tampa Bay, you’ve already experienced the work of Bob Whitmore. Bob is a self-syndicated cartoonist with a big heart for independent media. He makes his cartoons free to any publication that wants to run them, a rare and generous commitment to keeping local journalism vibrant and accessible. In an era when so much content is locked behind paywalls, Bob’s approach is rooted in community first. As a member of the editorial staff at Creative Loafing Tampa Bay, Bob brings a sharp eye, quick wit, and unmistakable style to the issues shaping our city. His work blends humor and commentary, often shining a light on local politics, culture, and the wonderfully quirky personalities that make Tampa, well… Tampa. And while his weekly cartoons lean into political commentary, Bob also knows how to celebrate community. For this year’s Spring Fund Drive (Feb. 18–25), he created a lively illust...