Also Pharo does not want to start in headless mode as indicated by the vm's help text:
pi@raspberrypi:~/Pharo6.1-3 $ ./PharoS -headless Pharo.image�� eval "5+5"
setlocale() failed (check values of LC_CTYPE, LANG and LC_ALL)
unknown option: -headless
Usage: ./PharoS [<option>...] [<imageName> [<argument>...]]
������������ ./PharoS [<option>...] -- [<argument>...]
ALSA <option>s:
�� -nomixer�������������������������� disable mixer (volume) adjustment
�� -soundcard <name>�������� open the named sound card (default: default)
�� -playback <name>���������� play to the named sound device (default: default)
�� -capture <name>������������ record from the named sound device (default: default)
X11 <option>s:
�� -browserWindow <wid>�� run in window <wid>
�� -browserPipes <r> <w> run as Browser plugin using descriptors <r> <w>
�� -cmdmod <n>�������������������� map Mod<n> to the Command key
�� -compositioninput�������� enable overlay window for composed characters
�� -display <dpy>�������������� display on <dpy> (default: $DISPLAY)
�� -fullscreen�������������������� occupy the entire screen
�� -glxdebug <n>���������������� set GLX debug verbosity level to <n>
�� -headless������������������������ run in headless (no window) mode