How many movies have Bill Anderson and Ricky Skaggs acted in together?

They have worked on 2 movies together! Their first movie together was Grand Ole Opry at Carnegie Hall (2006) while their highest rated movie together was Country's Family Reunion: Simply Bluegrass - Volumes One & Two (2013). They have not worked together since Country's Family Reunion: Simply Bluegrass - Volumes One & Two (2013).