Aside from her work with the Decemberists, Conlee has made guest appearances on several records by other artists, including Hush Records artist Reclinerland, Lewi Longmire, Jerry Joseph, Buoy LaRue and many others. Before the Decemberists, she played piano for the 1990s Portland, Oregon, band Calobo. She is also a member of Portland-based Casey Neill & The Norway Rats where she plays keyboards, accordion, and glockenspiel. Her most recent project is the acoustic band Black Prairie, in which she plays with a number of other Portland artists.
In 2011, she appeared on Portlandia in comedic skits with Fred Armisen and Carrie Brownstein. She played a musician who unsuccessfully tries to play at every venue of a festival as a member of the band Sparklepony, and is turned away as she is not on the line up of any of them.
She is married to drummer Steve Drizos. In May 2011, Conlee was diagnosed with breast cancer.Colin Meloy said that a full recovery was likely, but that she would miss some concerts. On October 20, 2011, Meloy announced via his Twitter that Conlee's cancer was in remission.