From 2005 he works as guitar player, arranger and songwriter at Sphere Studios in London and from 2018 in Los Angeles.
With visionary trio Post Jazz Mistress, he released the critical acclaimed album Global Warming in 2011. Osvaldo has been voted by All About Jazz USA contributor Karl Ackermann in Guitar section at El Intruso 4th Annual Critics Poll - 2011, alongside Bill Frisell.
Better Days, the first solo album, was released on Sept. 7, 2015: it reached number 3 in rock chart on iTunes. The track Rosso Ducati has been chosen by Ducati Motor to be included in the soundtrack of season 2015/2016.
At NAMM 2016 plays demos for F-Pedals with Eddie Kramer, producer and sound engineer for Jimi Hendrix, Led Zeppelin, The Beatles, David Bowie.
He released a live EP in 2017 with Lele Melotti on drums.
In 2018, Osvaldo Di Dio releases the blues rooted album Tex Mex Sex in collaboration with british producer Chris Kimsey (The Rolling Stones, Led Zeppelin, B.B.King, Peter Frampton). The album reached n.1 on blues charts on iTunes and Amazon.