Elevated Experiences. Lasting Memories.
About Rewind Entertainment
Rewind Entertainment is a Wisconsin-based event experience company led by Jim Waterman, whose career in the music industry spans over 25 years. What began as a drummer in a wedding band has evolved into a full-scale entertainment experience focused on creating unforgettable moments.
Today, Rewind is built around a modern, elevated approach to event entertainment—where every detail is intentional, and every moment is designed to flow seamlessly.
From curated music and professional event hosting to interactive photo booth and karaoke experiences, Rewind is designed to create energy, connection, and lasting memories at every event.
We believe great events don’t happen by accident. They’re created through preparation, awareness, and the ability to read the room. From the first interaction to the final moment, everything is handled with purpose—so your event feels natural, engaging, and completely in sync.
Whether it’s a wedding, private celebration, corporate event, or school function, Rewind is built for clients who want more than just a standard experience.
Since going full-time in 2014, Rewind Entertainment has continued to grow while maintaining a consistent record of 5.0 reviews—reflecting a commitment to reliability, communication, and attention to detail.
✨A Lifelong Passion for Music
THEN
NOW
Jim’s connection to music spans decades. What started as a passion early on has never left—it’s only evolved.
That lifelong dedication is what sets Rewind apart. It’s what allows him to understand energy, read a room, and create an atmosphere that feels natural, engaging, and completely in sync with each event.
For Jim, music has always been more than just entertainment—it’s something he’s deeply connected to. Outside of events, he continues to perform, playing drums and singing, and spending time with other musicians simply for the love of it.
That passion is what sets Rewind apart. It’s what allows him to read a room, understand energy, and create moments that feel natural—not forced.
Just as important is a genuine commitment to serving others. Every event is approached with care, attention, and a focus on making sure clients feel confident, supported, and completely taken care of from start to finish.
That level of care is what turns great events into unforgettable experiences.
✨ The Rewind Experience
Seamless. Engaging. Unforgettable.
From the first interaction to the final moment, every detail is handled with intention—so you can be fully present while your guests stay engaged and the energy flows effortlessly.