Milwaukee’s rap circle just tightened up again. Sam E, Big Ju, and Willonwater have linked for “Turkey Season Freestyle,” a three-headed cypher-style cut captured by frequent collaborator RayShotItProductions — and yes, the name is exactly as cheeky as it sounds. Nothing says confidence like naming your freestyle after a holiday most rappers reserve for family photos and food comas.

The trio has been circling each other’s tracklists for a minute now. Sam E and Willonwater have built up a healthy catalog of joint appearances, including “ROOFTOP FREESTYLE” and “Weekend At Ugly’s,” and their chemistry translates instantly here. Willonwater, repped as a Milwaukee hip-hop mainstay, brings the pocket-driven flow he’s known for. Sam E slides in with the loose, conversational cadence that’s become his calling card. Big Ju rounds out the record with the kind of gravel-toned delivery that’s been earning him steady looks across the Midwest scene — his own visual work with RayShotItProductions has been building buzz too.

What makes “Turkey Season Freestyle” click is that it doesn’t overthink itself. It’s three artists trading bars over a beat that gets out of the way, filmed by a videographer who knows exactly how to frame this crew’s energy. No skits, no filler, no forced narrative — just raw verses stacked back to back. That’s the whole point of a freestyle, and this one honors the assignment.

Officially released as a single in May 2025 via streaming (you’ll find it on Apple Music, Spotify, and the usual spots), the video treatment doubles as a snapshot of a growing regional movement worth watching. If you’ve been sleeping on any of these three, consider this your wake-up call — and a solid entry point into the wider Milwaukee rap ecosystem they’re helping push forward.

Watch “Turkey Season Freestyle” below and get familiar.