I would have a list of questions, many of them related to songs, touring and gear. A question that would be crucial for me would be, why has he never revisited relevant songs like Lady Writer, Down to the Waterline, Lions, News, Love Over Gold, Wild West End, especially Tunnel of love in his solo career that began? in 96. There are songs that only had the chance to appear on a single tour, Skateaway 80-81, Love Over Gold, 82-83, The Man's too Strong, 85, Darling Pretty, 96, Junkie doll, 2001... Others Artists rescue many things from their work over time, Bob Dylan, Clapton, Paul MacCartney...
I would ask about the conception of recording Dire Straits' first live album during the LOG tour, how he remembers this tour, what considerations he would have about the formation of the band during that period, and what it was like recording Alchemy, then, if there was plans to record one live on the BIA tour, given the success that DS had achieved during that tour.
I would ask what would prevent him from holding a meeting with DS for a single performance, such as Pink Floyd's performance at Live 8 or Led Zeppelin in 2007. If that were possible, who would certainly be present for this single performance.
Many other things...