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If builds of PostgreSQL 9 are failing and you have version 8.x installed, you may need to remove the previous version first. See: https://github.com/mxcl/homebrew/issues/issue/2510 To build plpython against a specific Python, set PYTHON prior to brewing: PYTHON=/usr/local/bin/python brew install postgresql See: http://www.postgresql.org/docs/9.0/static/install-procedure.html If this is your first install, create a database with: initdb /usr/local/var/postgres If this is your first install, automatically load on login with: mkdir -p ~/Library/LaunchAgents cp /usr/local/Cellar/postgresql/9.0.3/org.postgresql.postgres.plist ~/Library/LaunchAgents/ launchctl load -w ~/Library/LaunchAgents/org.postgresql.postgres.plist If this is an upgrade and you already have the org.postgresql.postgres.plist loaded: launchctl unload -w ~/Library/LaunchAgents/org.postgresql.postgres.plist cp /usr/local/Cellar/postgresql/9.0.3/org.postgresql.postgres.plist ~/Library/LaunchAgents/ launchctl load -w ~/Library/LaunchAgents/org.postgresql.postgres.plist Or start manually with: pg_ctl -D /usr/local/var/postgres -l /usr/local/var/postgres/server.log start And stop with: pg_ctl -D /usr/local/var/postgres stop -s -m fast If you want to install the postgres gem, including ARCHFLAGS is recommended: env ARCHFLAGS="-arch x86_64" gem install pg To install gems without sudo, see the Homebrew wiki.