- From St. Paul, Minnesota.
- Began performing in high school in central South Dakota, performing at VFW and American Legion Halls. She also spent four summers as part of the “Mountain Music Show” in the Black Hills.
- 1997, formed a bluegrass band called True Blue.
- 1998, released This Lonesome Song album (no label).
- 2001-2004, won Bluegrass/Old Time Artist of the Year at the Minnesota Music Awards (4 years in a row).
- 2002, released first solo album Red Leaf (Lilly Ray).
- 2005, released Drifter Like Me album (Lilly Ray).
- 2006, appeared in the movie “A Prairie Home Companion” with Garrison Keillor. She has been a frequent performer on the radio program.
- 2006, formed the Becky Schlegel Band.
- 2007, released For All the World to See album (Lilly Ray).
- 2007, released Heartaches album (Lilly Ray).
- 2008, released Country Ballads album (Lilly Ray).
- 2010, released Dandelion album (Lilly Ray).
- 2012, released Opry Lullaby album (no label).