O'Riley has performed two-piano arrangements of Astor Piazzolla's tangos with Argentine pianist Pablo Ziegler and collaborated with choreographer Martha Clarke in a work which sets the staged stories of Anton Chekhov to the piano works of Alexander Scriabin. He has recorded two discs of his own re-imaginings of Radiohead songs, as well as a tribute to Elliot Smith, where he delves into the deeply emotional and complex work of the troubled singer/songwriter who died prematurely in 2003. O'Riley's Second Grace: Music of Nick Drake, interprets the work of singer/songwriter Nick Drake.
In spring 2009, his series '2+2=5' at Columbia University's Miller Theatre bridged his own piano transcriptions with classical compositions. These concerts utilized multimedia art and intertwined his own arrangements of Radiohead, Nick Drake and Elliott Smith between movements of Shostakovich, Debussy and Robert Schumann.
His most recent disc Out of My Hands, released in August 2009, draws on the work of Nirvana, REM, Radiohead, Pink Floyd, Tori Amos, The Smiths, Cocteau Twins, and Portishead among others. O'Riley is a recipient of top prizes and awards from the Van Cliburn Competition and the Avery Fisher Career Grants.
He is a graduate of the New England Conservatory of Music in Boston.