One idea that repeatedly comes up in the discussion of wormhole space, and even in EVE in general, is that w-space is empty. Wormhole space is made up of roughly 2500 systems. On an average day, our wormhole chain might touch on a dozen of these depending on how active we are. While there are variances of occupation by timezone, corporations by timezone, and more, you could say that about a quarter of the systems in wormhole space could be active in any given timezone. Now I don't know what the occupation levels are in wormhole space but my observations would indicate that maybe 1/5 of all wormhole systems are completely unoccupied. So with those wildly inaccurate assumptions and assuming a meager grasp of probability, maybe we have a 10% chance of finding a wormhole with any occupation at any given time and the chances of those people being willing to engage us in activity is likely even smaller than that.
So with all that space, what can CCP do to keep w-space from seeming like a barren wasteland for those of us who only see a small segment of it on a day by day basis? I have an idea though it is hardly new and not even original. I did, however, want to lay it out in long form and perhaps have a bit of discussion around it.
First, using PvE kills and jumps as an indicator of activity, make static wormholes that respawn through rolling or natural expiration more likely to connect to systems with higher activity levels.
What this means in practice is that wormholes that are more actively used either by jumps or by PvE activity would increase their likelihood of being connected to. So while you are running your home sites or farming your static, that system would possibly generate more connections into it while you were active there. The side effect of this, other than the obvious bringing together of active systems, would be that inactive systems would become more inactive due to their lack of connectivity.
The second half of this idea then would be that random outbound connections, like those from k-space to w-space or between w-space systems would be more likely to connect to inactive systems. In this instance, daytrippers from k-space especially, would find themselves connected to systems where anomalies and content collects in w-space. By finding and then partaking of these systems, those daytrippers would increase the activity level of the system and cause it to be more connected.
With these two adjustments, static system connections would bring together active wormhole systems while the random outbound connections would connect people with inactive, resource rich systems. Because people can control their static, very aggressive hole rolers can find a larger percentage of possible targets. Given how safe operating in your home system is in general, I think that these changes together would go a long way to reducing the wasteland feel of wormhole space while still rewarding people with lucrative systems, especially those from k-space which could be a benefit to w-space population levels in the long term.