I agree with this general idea. I do think the Cubs are incredibly risk adverse right now and that is the real issue. It's meant that the bad contracts haven't been there; what's the worst deals the team has made under Hoyer? Trey Mancini? Tucker Barnhart? These are peanuts. It's why I always find it odd when people complain about the Cubs' trading habits or that the team is throwing money at the wrong players - one thing Hoyer really doesn't do is "miss".
But in the same vein, to hit home runs, sometimes you have to risk missing and I think some of this is a self-fulfilling prophecy, too.
It's why complaining about the Happ, Swanson, or whatever deals is not the right tree to shake. I'd like to see the Cubs finally pick a guy, though. I was personally hoping that was Imai, but it doesn't seem they loved him like I loved him. Maybe it'll be Bichette, who the more I think about the more I think they should love him. But maybe they'll never love anyone, and that's kind of the issue. I don't care, in a vacuum, if they don't love any single player (or mostly any single player), but you also can't love no one, ever.