I think I've narrowed down the problem to our local ERP system (the originator of the emails). I believe the problem was the length of the email address. The addresses I tested that failed were both >30 characters. I've now tested 2 addresses of <25 characters, and those have both worked fine. I don't have visibility from the ERP to see what it's passing, but I'm guessing it's truncating addresses.
On Fri, Nov 1, 2013 at 11:55 AM, Michael D. Setzer II < [email protected]> wrote: > ** > On 1 Nov 2013 at 8:43, Brian Morgan wrote: > > Date sent: Fri, 1 Nov 2013 08:43:51 -0500 > Subject: Re: [stunnel-users] Trouble sending email via smtp > with a particular > gmail address > From: Brian Morgan <[email protected]> > To: "Michael D. Setzer II" <[email protected]> > Copies to: [email protected] > > >From:   Brian Morgan <<a href="mailto: > [email protected]">[email protected]</a>><br> > > To:    <a href="mailto:[email protected]";> > [email protected]</a><br> > >Subject:        [stunnel-users] Trouble sending email > via smtp with a particular<br> > > > > Good idea. I tried using smtp.ourdomain.com, but got another error > saying the address was > > rejected. Don't think that's it. > > In the email client users fields are you including the @address with the > name as well as the user name. > > Testing from the command prompt > telnet 127.0.0.1 21995 > Trying 127.0.0.1... > Connected to 127.0.0.1. > Escape character is '^]'. > +OK Gpop ready for requests from 202.128.xxx.xxx to6pf17637891pac.24 > > > telnet 127.0.0.1 21465 > Connected to 127.0.0.1. > Escape character is '^]'. > 220 mx.google.com ESMTP o1sm11804858pbe.37 - gsmtp > > Those are the ports that I am using for connection to the gmail accounts > for the college, so it shows the connection is made, and then the rest is > the email clients issue. > > > > > > > > > So far, what works: > > My User Account: Both ports 465 and 587. Also tried changing my > password to the same > > password as the account that's failing, and that works just fine, so > it's not a password formatting > >issue > > Customer Service Account: sending from Thunderbird using smtp.gmail.comand > > same > > credentials (not through stunnel) > > > > What doesn't work: > > Customer Service account: ports 465 and 587 through stunnel > > tried putting this account in same gmail group. Even tried > elevating to super admin in case it > > was a gmail permissions issue. > > Another account in the IT group > > > > So stunnel works for my account, but not for others. Other accounts can > send via smtp SSL/TLS > > through thunderbird. > > > > Really baffled here. > > > > > > On Thu, Oct 31, 2013 at 6:12 PM, Michael D. Setzer II < > [email protected] >wrote: > > On 31 Oct 2013 at 12:09, Brian Morgan wrote: > > > > Date sent: Thu, 31 Oct 2013 12:09:49 -0500 > > From: Brian Morgan <[email protected]> > > To: [email protected] > > Subject: [stunnel-users] Trouble sending email via smtp with > > a particular > > gmail address > > > > > > > > I'm having trouble sending email through stunnel with our > > customer > > > service email address. We use google premium services for > > our hosted > > > email. I can send through stunnel using my own personal > > account, but > > > when I switch to the cust service account, I get the error: > > > > > > "Failed to send an E-mail through the specified SMTP server > > > [127.0.0.1]: The SMTP server requires a secure connection or > > the > > > client was not authenticated. The server response was 5.5.1 > > > Authentication Required." > > > > > > And yes, I double/triple checked credentials and can login > > through the > > > gmail interface with them just fine. I also tried changing the > > > password to a strong password which did not help. > > > > > > gmail settings in stunnel.conf: > > > [gmail-smtp] > > > client = yes > > > accept = 127.0.0.1:259 > > > connect = smtp.gmail.com:465 > > > > > > I also tried port 587 but that produces another error: "Failed to > > > send an E-mail through the specified SMTP server [127.0.0.1]: > > Failure > > > sending mail." > > > > > > Any ideas? > > > > My college recently changed its email to google, and rather than > > using > > smtp.gmail.com for a regular gmail account, it uses the special > > name that is > > mapped to a google server. > > > > [gccpop] > > client = yes > > accept = 21995 > > connect = pop.guamcc.edu:995 > > > > [gccsmtp] > > client = yes > > accept = 21465 > > connect = smtp.guamcc.edu:465 > > > > Perhaps you have a similar set of names you need to use. I have > > other lines > > for my regular account that uses gmail. > > > > > > > > +----------------------------------------------------------+ > > Michael D. Setzer II - Computer Science Instructor > > Guam Community College Computer Center > > mailto:[email protected] > > mailto:[email protected] > > http://www.guam.net/home/mikes > > Guam - Where America's Day Begins > > G4L Disk Imaging Project maintainer > > http://sourceforge.net/projects/g4l/ > > +----------------------------------------------------------+ > > > > http://setiathome.berkeley.edu (Original) > > Number of Seti Units Returned: 19,471 > > Processing time: 32 years, 290 days, 12 hours, 58 minutes > > (Total Hours: 287,489) > > > > BOINC@HOME CREDITS > > ROSETTA 9000652.927335 | SETI 16554266.605703 > > ABC 16392879.502790 | EINSTEIN 13990817.239852 > > > > > > > > -- > > ***NOTICE: My e-mail address has changed. Please update your address > book.*** > > Brian Morgan > > IT Manager > > Enertech Global, LLC > > 2506 S. Elm St. > > Greenville, IL 62246 > > Direct Line: (618) 690-3285 > > Fax: (618) 664-4597 > > E-mail: [email protected] > >www.enertechgeo.com www.geocomfort.com www.hydronmodule.com > www.tetco-geo.com > > > -- ****NOTICE: My e-mail address has changed. Please update your address book.**** Brian Morgan IT Manager Enertech Global, LLC 2506 S. Elm St. Greenville, IL 62246 Direct Line: (618) 690-3285 Fax: (618) 664-4597 E-mail: [email protected] <http://[email protected]> www.enertechgeo.com www.geocomfort.com www.hydronmodule.com www.tetco-geo.com
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