As years progressed Paul played at slower tempos with a large pick that was easier to hold in his arthritic hand. In 2006, at the age of 90, he won two Grammy Awards at the 48th Annual Grammy Awards for his album "Les Paul & Friends: American Made World Played". He also performed every Monday night with guitarist Lou Pallo, bassist Paul Nowinski (and later, Nicki Parrott), and guitarist Frank Vignola and for a few years, pianist John Colianni. Paul, Pallo, and Nowinski performed at Fat Tuesdays and at the Iridium Jazz Club on Broadway.