I don't know how interpret this but here its a more detailed exim log

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>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>> Testing mailman@lists.myschool.org >>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>>> Considering mailman@lists.myschool.org >>>>>>>>>>>>>>>>>>>>>>>>>>>>> routing mailman@lists.myschool.org --------> hubbed_hosts router <-------- local_part=mailman domain=lists.myschool.org checking domains expansion of "${if exists{/etc/exim4/hubbed_hosts}{partial-lsearch;/etc/exim4/hubbed_hosts}fail}" forced failure: assume not in this list hubbed_hosts router skipped: domains mismatch --------> dnslookup_relay_to_domains router <-------- local_part=mailman domain=lists.myschool.org checking domains

exim -bt -d mailman@lists.myschool.org 2>&1 Exim version 4.84 uid=0 gid=0 pid=8836 D=fbb95cfd Berkeley DB: Berkeley DB 5.3.28: (September 9, 2013) Support for: crypteq iconv() IPv6 GnuTLS move_frozen_messages DKIM PRDR OCSP Lookups (built-in): lsearch wildlsearch nwildlsearch iplsearch cdb dbm dbmjz dbmnz dnsdb dsearch nis nis0 passwd Authenticators: cram_md5 plaintext Routers: accept dnslookup ipliteral manualroute queryprogram redirect Transports: appendfile/maildir/mailstore autoreply lmtp pipe smtp Fixed never_users: 0 Size of off_t: 8 Compiler: GCC [4.9.1] Library version: GnuTLS: Compile: 3.3.6 Runtime: 3.3.7 Library version: PCRE: Compile: 8.35 Runtime: 8.35 2014-04-04 Total 13 lookups WHITELIST_D_MACROS: "OUTGOING" TRUSTED_CONFIG_LIST: "/etc/exim4/trusted_configs" changed uid/gid: forcing real = effective uid=0 gid=0 pid=8836 auxiliary group list: <none> seeking password data for user "uucp": cache not available getpwnam() succeeded uid=10 gid=10 changed uid/gid: calling tls_validate_require_cipher uid=101 gid=103 pid=8837 auxiliary group list: <none> tls_validate_require_cipher child 8837 ended: status=0x0 configuration file is /var/lib/exim4/config.autogenerated log selectors = 00000ffc 00632001 trusted user admin user seeking password data for user "mail": cache not available getpwnam() succeeded uid=8 gid=8 seeking password data for user "list": cache not available getpwnam() succeeded uid=38 gid=38 user name "root" extracted from gecos field "root" originator: uid=0 gid=0 login=root name=root sender address = root@lists.myschool.org Address testing: uid=0 gid=103 euid=0 egid=103 lists.myschool.org in "@:localhost"? yes (matched "@") lists.myschool.org in "! +local_domains : +relay_to_domains"? no (matched "! +local_domains") dnslookup_relay_to_domains router skipped: domains mismatch --------> dnslookup router <-------- local_part=mailman domain=lists.myschool.org checking domains cached yes match for +local_domains cached lookup data = NULL lists.myschool.org in "! +local_domains"? no (matched "! +local_domains" - cached) dnslookup router skipped: domains mismatch --------> real_local router <-------- local_part=mailman domain=lists.myschool.org real_local router skipped: prefix mismatch --------> system_aliases router <-------- local_part=mailman domain=lists.myschool.org checking domains cached yes match for +local_domains cached lookup data = NULL lists.myschool.org in "+local_domains"? yes (matched "+local_domains" - cached) R: system_aliases for mailman@lists.myschool.org calling system_aliases router rda_interpret (string): ${lookup{$local_part}lsearch{/etc/aliases}} search_open: lsearch "/etc/aliases" search_find: file="/etc/aliases" key="mailman" partial=-1 affix=NULL starflags=0 LRU list: 7/etc/aliases End internal_search_find: file="/etc/aliases" type=lsearch key="mailman" file lookup required for mailman in /etc/aliases lookup failed expanded: file is not a filter file parse_forward_list: system_aliases router declined for mailman@lists.myschool.org --------> mailman_router router <-------- local_part=mailman domain=lists.myschool.org checking domains lists.myschool.org in "list.myschool.org"? no (end of list) lists.myschool.org in "+mm_domains"? no (end of list) mailman_router router skipped: domains mismatch --------> userforward router <-------- local_part=mailman domain=lists.myschool.org checking domains cached yes match for +local_domains cached lookup data = NULL lists.myschool.org in "+local_domains"? yes (matched "+local_domains" - cached) checking for local user seeking password data for user "mailman": cache not available getpwnam() returned NULL (user not found) userforward router skipped: mailman is not a local user --------> procmail router <-------- local_part=mailman domain=lists.myschool.org checking domains cached yes match for +local_domains cached lookup data = NULL lists.myschool.org in "+local_domains"? yes (matched "+local_domains" - cached) checking for local user seeking password data for user "mailman": using cached result getpwnam() returned NULL (user not found) procmail router skipped: mailman is not a local user --------> maildrop router <-------- local_part=mailman domain=lists.myschool.org checking domains cached yes match for +local_domains cached lookup data = NULL lists.myschool.org in "+local_domains"? yes (matched "+local_domains" - cached) checking for local user seeking password data for user "mailman": using cached result getpwnam() returned NULL (user not found) maildrop router skipped: mailman is not a local user --------> lowuid_aliases router <-------- local_part=mailman domain=lists.myschool.org checking domains cached yes match for +local_domains cached lookup data = NULL lists.myschool.org in "+local_domains"? yes (matched "+local_domains" - cached) checking for local user seeking password data for user "mailman": using cached result getpwnam() returned NULL (user not found) lowuid_aliases router skipped: mailman is not a local user --------> local_user router <-------- local_part=mailman domain=lists.myschool.org checking domains cached yes match for +local_domains cached lookup data = NULL lists.myschool.org in "+local_domains"? yes (matched "+local_domains" - cached) checking local_parts mailman in "! root"? yes (end of list) checking for local user seeking password data for user "mailman": using cached result getpwnam() returned NULL (user not found) local_user router skipped: mailman is not a local user --------> mail4root router <-------- local_part=mailman domain=lists.myschool.org checking domains cached yes match for +local_domains cached lookup data = NULL lists.myschool.org in "+local_domains"? yes (matched "+local_domains" - cached) checking local_parts mailman in "root"? no (end of list) mail4root router skipped: local_parts mismatch no more routers mailman@lists.myschool.org is undeliverable: Unrouteable address search_tidyup called

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>>>>>>>>>> Exim pid=8836 terminating with rc=2 >>>>>>>>>>>>>>>>

On Thu, Sep 11, 2014 at 1:50 PM, James Nightly <exim4debian@gmail.com> wrote:

I have routes and transport setup in Exim4. Its driving me crazy. I keep getting the same rejected RCPT Unrouteable address and I don't know why.

exim4 -bt mailman@lists.myschool.org R: system_aliases for mailman@lists.myschool.org mailman@lists.myschool.org is undeliverable: Unrouteable address

Any tips or suggestions where to look, I've been at it for days now...

exim -C /etc/exim4/exim4.conf.template -bV Exim version 4.84 #3 built 29-Aug-2014 18:08:29 Copyright (c) University of Cambridge, 1995 - 2014 (c) The Exim Maintainers and contributors in ACKNOWLEDGMENTS file, 2007 - 2014 Berkeley DB: Berkeley DB 5.3.28: (September 9, 2013) Support for: crypteq iconv() IPv6 GnuTLS move_frozen_messages DKIM PRDR OCSP Lookups (built-in): lsearch wildlsearch nwildlsearch iplsearch cdb dbm dbmjz dbmnz dnsdb dsearch nis nis0 passwd Authenticators: cram_md5 plaintext Routers: accept dnslookup ipliteral manualroute queryprogram redirect Transports: appendfile/maildir/mailstore autoreply lmtp pipe smtp Fixed never_users: 0 Size of off_t: 8 Configuration file is /etc/exim4/exim4.conf.template

220 lists.myschool.org ESMTP Exim 4.84 Thu, 11 Sep 2014 12:27:26 -0700 [5756 ms] EHLO MXTB-PWS3.mxtoolbox.com 250-lists.myschool.org Hello mxtb-pws3.mxtoolbox.com [64.20.227.133] 250-SIZE 52428800 250-8BITMIME 250-PIPELINING 250 HELP [671 ms] MAIL FROM: <supertool@mxtoolbox.com> 250 OK [671 ms] RCPT TO: <test@example.com> 550 relay not permitted [686 ms]

MXTB-PWS3v2 8674ms