- Leif Olsen is known for Design (2002).
- He and Michael Menendian were nominated for a 2004 Joseph Jefferson Award for Scenic Design for "Social Security" at the Raven Theatre Company in Chicago, Illinois.
- He and Michael Menendian were awarded the 2005 Joseph Jefferson Award Citation for Scenic Design for "A Streetcar Named Desire" at the Raven Theater Company in Chicago, Illinois.
- He was nominated for a 2006 Joseph Jefferson Award Citation for Original Incidental Music for "Dancing at Lughnasa" at the Raven Theatre Company in Chicago, Illinois.
- He and Michael Menendian were nominated for a 2006 Joseph Jefferson Award Citation for Scenic Design for "Dancing at Lughnasa" at the Raven Theatre Company in Chicago, Illinois.
- Michael Menendian and he were awarded the 2008 Joseph Jefferson Award Citation for Scenic Design for "The Night of the Iguana" at the Raven Theatre in Chicago, Illinois.
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