Lisa Loeb

In between scoring a massive, mom-pleasing hit with "Stay (I Missed You)" and launching her own line of eyeglasses, Lisa Loeb has released a handful of solo albums, as well as recorded tributes to Ozzy Osbourne and Cher (yes, really). Now she makes her Café Carlyle debut as part of a season that has also included fellow '90s hitmakers Joan Osborne and Sophie B. Hawkins.