Roy's legacy continues to grow as his wife; Barbara devotes her time to managing his estate and releasing Orbison products on her label, Orbison Records. In January 1998, she issued Combo Concert, which is a collection of previously unreleased live recordings from Holland and France made in 1965. A companion video of the same name features a black and white film of the original Dutch television broadcast. In 1998, nearly ten years after his death, Barbara accepted the Recording Academy's Lifetime Achievement Award bestowed upon Roy for his unparalleled contribution to the recording industry.

To commemorate the 10th anniversary of his death, Orbison Records released the ultimate box set, which included the Roy Orbison and Friends: A Black and White Night CD, and video, the In Dreams CD, and a pair of Roy Orbison signature sunglasses.

In Authorized Bootleg Collection, Orbison Records brings together four complete Roy Orbison "live" concerts recorded between 1969 and 1980. Previously available only as ragged, passed-around tapes and inferior bootleg pressings, these remarkable outings have been digitally remastered to deliver the most faithful sound reproduction possible (within, of course, the technical limitations of each performance's time).