I would pick Rachel Maddow. She is smart (rhodes scholar) and sympathetic without being patronizing.

She could tell me how it really went when she has interviewed people like Al Gore, Robert Redford, Edie Falco, John Kerry, Pat Buchanan, Jane Fonda, Seymour Hersh, Tucker Carlson, Roseanne Cash, Lili Taylor, Ben Harper, and Michael Isikoff.