I am using this to create a REGEXP in SQLite with rails because SQLite does not support REGEXP. When running this app on Heroku rather than the localhost it does not work. Is the initializer not being run when the app launches? The log files are providing .. 2011-03-04T18:35:36-08:00 app[web.1]: ActiveRecord::StatementInvalid (PGError: ERROR: syntax error at or near "REGEXP" 2011-03-04T18:35:36-08:00 app[web.1]: LINE 1: ... "posts".* FROM "posts" WHERE (message REGEXP '(?... 2011-03-04T18:35:36-08:00 app[web.1]: ^ 2011-03-04T18:35:36-08:00 app[web.1]: : SELECT "posts".* FROM "posts" WHERE (message REGEXP '(?:^|\s+)/(\w+)' and user_id = 1)): Which are similar to what the development files produced if I had deleted the implemented code. It seems as though the REGEXP initializer is not being run at startup.