How did you add the proximity alert? Updating custom POI it's so easy and I agree with you, but alert never works.
1--- use a memory stick-not a sd card or disk
2--- create a folder named Garmin important note this is CASE SENSITIVE
3--- create a sub folder named POI also CASE SENSITIVE
4--- use garmin poi loader to load files into this folder this file must be named Poi.gpi and is also case sensitive.
5---- start vehicle let radio boot up and install memory stick and follow directions on screen
hope this helps someone out