I don't think the freighter is from 2007 since the calander said 2004. Also, it would make sense for Michael to be the man on the boat, which is why I don't think it's him. Here's a wild and crazy thought: What if it's not a man, but a woman? What if it's Lockes old girlfriend Helen? I know, I know. Way too far fetched. But it is LOST we're talking about.