If I met Picard we’d have Earl Grey tea and I’d listen to all his insights about being a captain. If Sisko, I’d like to live on DS9 for a few months and just see him at work. Janeway is awesome. I’d gladly be her first officer.
But I’m going to turn my attention to books. From ASOIAF I’d love to meet Barristan Selmy because he’s a favorite character and/or Tyrion Lannister. I’d also like to meet Stannis Baratheon because in the books he’s more interesting than the show, even if I don’t really agree with him. I’d love to meet Catelyn Stark also. I know many people hate her, but I loved her chapters in the books and I really empathized with her reasoning and her feelings of duty.
When I was young, Island of the Blue Dolphins was one of my favorite books and I always wanted to meet the main character who was based on a true story. I’m a huge fan of Ann Cleaves mysteries so I’d love to meet Vera Stanhope and solve a case with her.