Join Date: Aug 2004
Location: Climbing, a mountain, Canada.
Interest: climbing and spraying
If I recall correctly, part of the problem may result because when the Trail Wiki was created, its editing was restricted to a subset of qualified users who could be counted upon to provide good-quality data. It wasn't open to edits from any CT user because LongShadow and ShadowChaser (the original admins) were worried about possible abuse (spamming, malicious edits, etc)
It's possible that this function hasn't been maintained during the site transition and now it's trying to find a nonexistent location with a list of qualified editors when you attempt login to see if you can edit it or not.