Long story short, I'd be more worried if they continued with their searches the same ways they have in the past. I'm more encouraged that they are doing something different than they have. At least I assume they are doing something different. It could all just be covering up for a big Cowher announcement (no, I don't think that will happen) or they are just trying to find the right puppet.
I get the sense that this go-round of interviews is different, that it's more a "talk to people we feel are qualified and then make the best choice for the team" approach. Otherwise there's no need for the scouting guys to be involved in the interviews (which they have been). If they're just looking for a puppet Snyder would have been at all interviews after flying people into town left and right.
I like the way they're doing it. I think it'll result in 2 or 3 "second interviews" and then they'll choose. I'm not sure of the time frame though, since they do want to talk to 2 or 3 coordinators still in the playoffs.
For the record, I don't think Jay Gruden will be the next coach. Just a hunch, based on Dalton's bad showing in the playoff game and Gruden preferring to draft Dalton over Kaepernick.