Jacksonville has no shortage of things to do, but picking the right night out can feel impossible when every venue is booking something big. We kick things off with a rapid, listener-friendly guide to May shows across Northeast Florida, including major concerts, comedy, family entertainment, and arena events, plus where to grab the details and tickets so you can actually plan your calendar with confidence.

From there, we go deeper with three guests who couldn’t be more different, but all circle the same theme: why live moments still matter. Teresa Caputo, the Long Island Medium, joins us ahead of her Florida Theatre stop to talk about the weight of her work, how she thinks about healing, and what the live experience looks like when she’s off the stage and moving through the crowd delivering messages. Even if you’ve never been to a medium show, her explanation of boundaries, faith, and the “why” behind what she does is surprisingly grounded.

Then Alex Band from The Calling takes us back to the early-2000s wave that made “Wherever You Will Go” a defining hit, including how his Santana collaboration happened and what it’s like being shaped by marketing you didn’t choose. The conversation turns unforgettable when Alex shares his Parkinson’s diagnosis, the years it took from him, and the recovery that doctors later called essentially unheard of, plus how that fuels a new album and the single “Dust.” We wrap with a fun Broadway in Jacksonville quiz with Amanda Scott from the FSCJ Artist Series, spotlighting Hamilton, The Sound of Music, The Wiz, Jersey Boys, and The Outsiders, along with dates and ticket tips.

If you like episodes that mix local culture, music history, and real talk, hit subscribe, share this with a friend who needs a Jacksonville events plan, and leave a review so more people can find the show.