For other MacPorts users, here are the steps I took to get freeswitch working on a Macmini running OS X 10.9.2, Xcode 5.0.2 & MacPorts: - autoconf, automake, libtool, pkgconfig, jpeg and openssl installed with MacPorts - mkdir -p /usr/local/src/freeswitch - cd /usr/local/src - git clone git://git.freeswitch.org/freeswitch.git - cd freeswitch - Edit configure.in and comment out darwin lines with hardcoded paths to homebrew openssl: lines 490, 491, 501, 502, 511 & 512 - ./bootstrap.sh - Edit modules.conf to enable mod_rtmp, mod_directory, mod_callcenter, mod_tts_commandline, mod_dingaling, mod_flite, mod_shout, mod_pocketsphinx & mod_cidlookup - ./configure -C CFLAGS="-I/opt/local/include" LDFLAGS="-L/opt/local/lib - make - sudo make install - sudo make cd-sounds-install cd-moh-install Configured a phone, a gateway and am making calls! -Terry