We've gotten a few ideas from people about making Steadings more active. Some people want them to be more positive, only kept in check by the fronts and such. Some people want them to be actively deteriorating.
Marshall suggested a good example to me of what we're thinking with Steadings: think of locations from Lord of the Rings. You head off from your nice safe home in The Shire, get to a seedy but civilized inn, stop by Lothlorien, etc. Some of those places have built in problems or things going on, but for the most part they're respites from the ongoing journey. Sure, the elves are all headed across the sea and all that, but Lothlorien is mostly just a safe place.
Steadings fill that role. When Helm's Deep is under siege it's important to defend it because it's a resource AND it contributes to the safety of Gondor.
Steading and the rules on how to update them exist primarily to reflect back at the players their choices. You put the safety of Greybark over that of Torsea? Well now Battlemoore doesn't have fish to eat since Torsea doesn't have enough boats. That means it's vulnerable, who's going to take advantage of that.
I worry that making Steadings active things, with goals that they might achieve, puts too much with the GM. That's part of why, without the players or fronts, Steadings will tend to a steady state (where not much changes). This is by design: without the players or the fronts, the world is boring. It's the canvas that the fronts and players paint on.