We are trying to get the smtp send notifications working in XWiki Workspaces with no luck When we tried to send via gmail with a gmail account we get. Error number 10006 in 10: Could not send mail to server smtp.gmail.com port 25 error code 530 (530 5.7.0 Must issue a STARTTLS command first k26sm4233753waf.8 ) com.xpn.xwiki.XWikiException: Error number 10006 in 10: Could not send mail to server smtp.gmail.com port 25 error code 530 (530 5.7.0 Must issue a STARTTLS command first k26sm4233753waf.8 ) at com.xpn.xwiki.XWiki.sendMessage(XWiki.java:3017) at com.xpn.xwiki.XWiki.sendMessage(XWiki.java:3051) When we try to send via an unauthenticated smtp server (hiding actual ip address with nnn but it is a valid smtp server address on our lan) we get. Error number 10005 in 10: Could not login to mail server 61.11.73.nnn port 25 error code 501 (501 5.5.4 Invalid Address ) com.xpn.xwiki.XWikiException: Error number 10005 in 10: Could not login to mail server 61.11.73.nnn port 25 error code 501 (501 5.5.4 Invalid Address ) at com.xpn.xwiki.XWiki.sendMessage(XWiki.java:3007) at com.xpn.xwiki.XWiki.sendMessage(XWiki.java:3051 Can sendMessage use an unauthenticated smtp server? Can sendMessage use an SSL smtp server? <http://www.corenttech.com> On Demand Solutions On Demand Michael Oliver Chief Technology Officer Corent Technology <http://maps.yahoo.com/py/maps.py?Pyt=Tmap&addr=3600+W+Florida+Ave&csz=Hemet %2C+CA+92545&country=us> 3600 W Florida Ave #340 Hemet, CA 92545 <mailto:[email protected]> [email protected] <http://www.corenttech.com> http://www.corenttech.com AIM: [email protected] tel: fax: mobile: Skype ID: <http://www.plaxo.com/click_to_call?src=jj_signature&To=949-547-5700&Email=m [email protected]> 949-547-5700 7029740341 <http://www.plaxo.com/click_to_call?src=jj_signature&To=949-547-5700&Email=m [email protected]> 949-547-5700 MikeOliverAZ <https://www.plaxo.com/add_me?u=55837372229&src=client_sig_212_1_banner_join &invite=1> Want to always have my latest info? <http://www.plaxo.com/signature?src=client_sig_212_1_banner_sig> Want a signature like this? View <http://corenttech.ning.com/xn/detail/u_25igigalsj1dt> my page on Corent Technology View my page <http://linkedinspin.ning.com/xn/detail/u_25igigalsj1dt> on CMU SEI LinkedIn SPIN