Grammy-winning guitarist and vocalist John Pizzarelli celebrates the centennial of iconic singer Tony Bennett with a pair of heartfelt tributes. 2026’s Dear Mr. Bennett features Pizzarelli’s trio with bassist Mike Karn and pianist Isaiah J. Thompson. Here, they perform timeless songs that Bennett made famous. Then, a 5-song EP will follow on August 7, the week of Bennett’s 100th birthday

When Tony Bennett passed away in July 2023, the entire world of music felt the loss. Few artists have made as profound an impact over such a wide range of styles and eras. For example, Bennett’s connections spanned Frank Sinatra, Bill Evans, Willie Nelson and Lady Gaga.

For world-renowned guitarist and vocalist John Pizzarelli, Bennett was more than simply an influence. Pizzarelli’s late father, the revered guitarist Bucky Pizzarelli, was a frequent sideman for the legendary singer. There, Bucky appeared on albums including 1960’s To My Wonderful One and 1969’s I’ve Gotta Be Me. Later, John got his own opportunity to accompany Bennett for a radio broadcast with pianist Ralph Sharon and bassist Jay Leonhart.

The admiration ran both ways – Bennett often attended many of Pizzarelli’s performances. Additionally, he sketched Pizzarelli’s likeness on two occasions. In fact, Bennett created the charming artwork that graces the cover of Dear Mr. Bennett. Moreover, he rendered it during an engagement at Feinstein’s nightclub at New York’s Loews Regency hotel.