Musician for Senior Living Entertainment in Wisconsin

I don't just "sit there and perform" ... I make my show engaging, interesting, and educational too!

Senior Living Entertainer, Milwaukee, WIsconsin.

Hello Activity Director – Enrichment Life Coordinator – or whatever your title might be!

I'm Jay Isaacson. As a singing pianist in Greater Milwaukee, I've performed for more than 35 senior facilities since 2018. This includes performing music for Independent Living, Assisted Living, and Memory Care facilities throughout Southeastern Wisconsin, in communities like Brookfield, Mequon, Waukesha, Pewaukee, West Bend, Racine and Kenosha, and even the Madison area too!

I present an hour of music for residents' enjoyment. I sing while I play keyboard or piano), and seniors really enjoy my friendly voice and personality. I make every effort to engage with your residents.

I don't just "sit and perform" ... I make it interesting and educational at times!

My specialty is songs "on the lighter side ..." traditional pop songs ... love songs ... and Broadway ... from the '40s thru the '70s and later. I also do a few sing-alongs.

I  perform patriotic music around Veterans Day and the Fourth of July, and I love the variety of songs for Christmas.

I'm often told that residents appreciate the older songs that bring back memories for them.

I bring my keyboard and small sound system, or I can use your piano there if you have one in decent shape. Read my reviews below ... I'd LOVE to perform music for your senior living community here in Wisconsin!

You may email me directly at


"Jay is a gifted pianist, vocalist and performer. His kind personality and thoughtful, carefully selected song lists make him a favorite at both our Independent and Assisted Living facilities. I highly recommend Jay for any event!"       

~ Kelly Herda, Director of Activities
The Elizabeth Residence – Bayside, Milwaukee, Wisconsin

"Jay is a very talented musician and entertainer! He has performed in all three of our buildings, memory care, assisted & independent living and continues to keep our residents engaged.  

They love his music selection, piano playing and upbeat personality. We always look forward to having Jay perform in our community!" 

~ Katie Sirus, Life Enrichment Director 
Harbour Village-  Greendale, Wisconsin 

"Jay is a talented, respectful, and wonderful entertainer. Our residents enjoyed his broad array of music along with his intermittent banter and fun facts! It is clear that he shines on stage and he has the personality to go along with it. We will absolutely be having him back here!"

~ Life Enrichment Services Coordinator
Regency Senior Communities, New Berlin, Wisconsin


"We had a last-minute entertainer cancellation for our Senior Community Club dinner event. Jay was available to jump in on short notice and the crowd could not have been more pleased. The next day, countless members came to me with positive feedback about Jay’s performance. In addition to his talents, they enjoyed the way he introduced himself and connected with the crowd. We asked him for a “Supper Club” theme, and he delivered. We cannot wait until our Christmas dinner to have Jay back." 

- Madeline Garvey, Senior Community Club Coordinator 
VMP Wesley Park, West Allis, Wisconsin 

"Not only is Jay a great performer and entertainer for seniors, he is also great to work with. We had great communication as we were booking his performance and all throughout the process. His piano skills and performance skills definitely did not go unnoticed by our residents he performed for. He is very personable all throughout the performance, sharing musical trivia and stories in between songs. We had many residents come up after the performance and requested that we have him back again and again! We even had a resident request that he plays for her birthday party! Can’t wait to have you back, Jay!"

Laura Walch CTRS, Memory Care Coordinator
 St. Catherine Commons, Kenosha, Wisconsin