If Jim Caruso’s name sounds familiar, that’s not surprising. Jim is also host of the wildly popular “Cast Party” which has been a Manhattan mainstay for more than two decades at the iconic Birdland Jazz Club.

In 2011, this irrepressible, affable, and talented singer recorded and released an album titled, “The Swing Set,” which he calls a true labor of love. It’s  a smart and sophisticated romp through the Great American Songbook. In it, Jim was joined by special musical guests including the late guitar legend Bucky Pizzarelli, jazz violin sensation Aaron Weinstein, pianist and singer Billy Stritch, music phenom Michael Feinstein and Tony Award-winning Broadway leading lady Stephanie J. Block.  

Fast forward to 2025 and this album has now been given a new life and has a new label behind it called Club 44 Records. The album has been remastered and re-released as the Swing Set-Deluxe Edition. As Caruso says about the recording..“But wait – there’s more, this Deluxe Edition comes with two surprise additions: a hilariously fun new track featuring my musical partner-in-crime Billy Stritch at the piano, and a fresh take on an old recording with the divine Jane Monheit. 

While the album released in streaming and digital formats last spring,  it took us until now to nail him down for a conversation. So on that note, enjoy my conversation with the delightful man of the hour himself...Jim Caruso.