My opinion on what makes a cache area a more worthy find, than another has changed over the past 4 years. I used to marvel at what I could find in my town, that I either didn't know about or were unaware it even existed. Today I have become more interested in caches that require some effort to find. Like the Moat Mountain Challenge/Red Ridge Trail caches. Or the Eustis Challenge, due to the variety of places and the fact that it requires you to paddle to some of them.
Mountains, streams, lakes and rivers, the caches that are really out in the woods, on trails that noone has been on in maybe a year. Making that final bushwhack of .25 to the find. The older caches that give you no child waypoints, so finding the parking and trailhead, either make you plan or figure out your best access. Challenge me, not just on the find, but on the whole thing. Find an area that has a few of these, and I'm there. Of coarse, I'll grab the guardrails along the way, as long as I can walk to them.
Why not live life like it is your last day....instead of pretending to be a member of the Peter Pan Club and believing you will be around forever.