I was unable to set up the ssmtp to work with gmail (and any other tls-enabled smtp server) [ebuild R ] mail-mta/ssmtp-2.62-r7 USE="ssl -ipv6 -maxsysuid -md5sum" [ebuild R ] sys-libs/glibc-2.10.1-r1 USE="nls -debug -gd -glibc-omitfp (-hardened) (-multilib) -profile (-selinux) -vanilla" Reproducible: Always Steps to Reproduce: 1. Configure the ssmtp as recommended: Debug=YES root=mailaddr@gmail.com mailhub=smtp.gmail.com:587 rewriteDomain= UseSTARTTLS=YES FromLineOverride=YES AuthUser=mailaddr@gmail.com AuthPass=mailpass 2. Invoke test by: echo test | mail -s "testing ssmtp" dv@cargosoft.ru 3. See the error message: Can't send mail: sendmail process failed Actual Results: Sendmail process failed Expected Results: Mail sent successfully /var/log/messages: Jan 20 12:41:10 sol sSMTP[32202]: Set Root="mailaddr@gmail.com" Jan 20 12:41:10 sol sSMTP[32202]: Set MailHub="smtp.gmail.com" Jan 20 12:41:10 sol sSMTP[32202]: Set RemotePort="587" Jan 20 12:41:10 sol sSMTP[32202]: Set RewriteDomain="" Jan 20 12:41:10 sol sSMTP[32202]: Set UseSTARTTLS="True" Jan 20 12:41:10 sol sSMTP[32202]: Set FromLineOverride="True" Jan 20 12:41:10 sol sSMTP[32202]: Set AuthUser="mailaddr@gmail.com" Jan 20 12:41:10 sol sSMTP[32202]: Set MailHub="smtp.gmail.com" Jan 20 12:41:10 sol sSMTP[32202]: via SMTP Port Number="587" Jan 20 12:41:10 sol sSMTP[32202]: Creating SSL connection to host Jan 20 12:41:10 sol sSMTP[32202]: 220 mx.google.com ESMTP 14sm4916012ewy.3 Jan 20 12:41:10 sol sSMTP[32202]: EHLO sol Jan 20 12:41:10 sol sSMTP[32202]: 250 PIPELINING Jan 20 12:41:10 sol sSMTP[32202]: STARTTLS Jan 20 12:41:10 sol sSMTP[32202]: 220 2.0.0 Ready to start TLS Jan 20 12:41:10 sol sSMTP[32202]: SSL connection using RC4-MD5 Jan 20 12:41:10 sol sSMTP[32202]: EHLO sol Jan 20 12:41:10 sol sSMTP[32202]: 250 PIPELINING Jan 20 12:41:10 sol sSMTP[32202]: AUTH LOGIN Jan 20 12:41:10 sol sSMTP[32202]: 334 VXNlcm5hbWU6 Jan 20 12:41:10 sol sSMTP[32202]: Y2FyZ29zb2Z0Lm5hZ2lvc0BnbWFpbC5jb20= Jan 20 12:41:10 sol sSMTP[32202]: 334 UGFzc3dvcmQ6 Jan 20 12:41:10 sol kernel: sendmail[32202]: segfault at 0 ip b7632f93 sp bf8d263c error 4 in libc-2.10.1.so[b75bf000+142000] emerge --info Portage 2.1.6.13 (default/linux/x86/10.0, gcc-4.3.4, glibc-2.10.1-r1, 2.6.31-gentoo-r6 i686) ================================================================= System uname: Linux-2.6.31-gentoo-r6-i686-Intel-R-_Pentium-R-_Dual_CPU_E2180_@_2.00GHz-with-gentoo-1.12.13 Timestamp of tree: Mon, 18 Jan 2010 01:45:02 +0000 app-shells/bash: 4.0_p35 dev-lang/python: 2.6.4 sys-apps/baselayout: 1.12.13 sys-apps/sandbox: 1.6-r2 sys-devel/autoconf: 2.63-r1 sys-devel/automake: 1.10.2 sys-devel/binutils: 2.18-r3 sys-devel/gcc-config: 1.4.1 sys-devel/libtool: 2.2.6b virtual/os-headers: 2.6.27-r2 ACCEPT_KEYWORDS="x86" CBUILD="i686-pc-linux-gnu" CFLAGS="-O2 -march=i686 -pipe" CHOST="i686-pc-linux-gnu" CONFIG_PROTECT="/etc" CONFIG_PROTECT_MASK="/etc/ca-certificates.conf /etc/env.d /etc/env.d/java/ /etc/eselect/postgresql /etc/gconf /etc/php/apache2-php5/ext-active/ /etc/php/cgi-php5/ext-active/ /etc/php/cli-php5/ext-active/ /etc/revdep-rebuild /etc/sandbox.d /etc/terminfo /etc/udev/rules.d" CXXFLAGS="-O2 -march=i686 -pipe" DISTDIR="/usr/portage/distfiles" FEATURES="distlocks fixpackages parallel-fetch protect-owned sandbox sfperms strict unmerge-orphans userfetch" GENTOO_MIRRORS="http://mirror.yandex.ru/gentoo-distfiles/ ftp://mirror.yandex.ru/gentoo-distfiles/ " LANG="en_US.UTF8" LC_ALL="" LDFLAGS="-Wl,-O1" MAKEOPTS="-j3" PKGDIR="/usr/portage/packages" PORTAGE_CONFIGROOT="/" PORTAGE_RSYNC_OPTS="--recursive --links --safe-links --perms --times --compress --force --whole-file --delete --stats --timeout=180 --exclude=/distfiles --exclude=/local --exclude=/packages" PORTAGE_TMPDIR="/var/tmp" PORTDIR="/usr/portage" SYNC="rsync://rsync.gentoo.org/gentoo-portage" USE="acl bash-completion berkdb bzip2 cli cracklib crypt cups cxx dri fortran gdbm gpm iconv jabber java6 lm_sensors mmx modules mudflap ncurses nls nptl nptlonly openmp pam pcre perl pppd python readline reflection session smp spl sse sse2 ssl sysfs tcpd threads unicode x86 xorg zlib" ALSA_CARDS="ali5451 als4000 atiixp atiixp-modem bt87x ca0106 cmipci emu10k1 emu10k1x ens1370 ens1371 es1938 es1968 fm801 hda-intel intel8x0 intel8x0m maestro3 trident usb-audio via82xx via82xx-modem ymfpci" ALSA_PCM_PLUGINS="adpcm alaw asym copy dmix dshare dsnoop empty extplug file hooks iec958 ioplug ladspa lfloat linear meter mmap_emul mulaw multi null plug rate route share shm softvol" APACHE2_MODULES="actions alias auth_basic auth_digest authn_alias authn_anon authn_dbm authn_default authn_file authz_dbm authz_default authz_groupfile authz_host authz_owner authz_user autoindex cache dav dav_fs dav_lock deflate dir disk_cache env expires ext_filter file_cache filter headers include info log_config logio mem_cache mime mime_magic negotiation rewrite substitute proxy proxy_ajp" APACHE2_MPMS="worker" ELIBC="glibc" INPUT_DEVICES="keyboard mouse evdev" KERNEL="linux" LCD_DEVICES="bayrad cfontz cfontz633 glk hd44780 lb216 lcdm001 mtxorb ncurses text" RUBY_TARGETS="ruby18" USERLAND="GNU" VIDEO_CARDS="fbdev glint intel mach64 mga neomagic nv r128 radeon savage sis tdfx trident vesa via vmware voodoo" Unset: CPPFLAGS, CTARGET, EMERGE_DEFAULT_OPTS, FFLAGS, INSTALL_MASK, LINGUAS, PORTAGE_COMPRESS, PORTAGE_COMPRESS_FLAGS, PORTAGE_RSYNC_EXTRA_OPTS, PORTDIR_OVERLAY
I should have compiled it with "md5sum" enabled. sorry for bothering You.