Osborne was a member of the Grand Ole Opry and the International Bluegrass Music Hall of Fame.
The deal also includes the majority of the song catalog of his son, Grammy winner Gary Scruggs.
Bentley discusses his 10th studio album, which features collaborations with Ashley McBryde and Billy Strings.
The upcoming dates follow Strings' 2022 album "Me/And/Dad," recorded with his father, Terry Barber.
