Dave Carnie is my first choice, because he's funny and also is super talented. But after thinking about it Mackenzie Eisenhour has worked for Skateboarder and done some tremendous interviews (some of my favs), and is now doing interesting stuff with TWS (I hope he's still there, not sure).
Also, I really think after reading so much skate media over the years that Chromeball is the best skate media site out. I read everything from Berrics (occasionally), Jenkem, Quartersnacks, Thrasher, etc. And I always find that Chromeball knows his shit better than anyone and makes really interesting skate nerdy interviews. He's also the only site that when he posts "new interview", I instantly am excited to go read it and learn something.