SMTP Connector / Smart Host: I Need to get a smart host.

Discussion in 'Windows Small Business Server' started by GNSM100, Oct 12, 2004.

  1. GNSM100

    GNSM100 Guest


    Many of my clients using SBS 2003 have DSL lines that are either dynamic or
    have IP addresses assigned to them that are being rejected by many ISPs in
    order to minimize spam (Aol, Earthlink, etc.). Using a smarthost / SMTP
    Connector works just fine though.

    However, some ISPs do not provide any SMTP relaying (I.e., AT&T) or provide
    little or no support for it (Verizon).

    Therefore, I am in need of a 3rd party that will allow me to set up smart
    host connectors for my clients. I do NOT expect this service to be free.

    Does anyone know where I may be able to find a list of providers who will
    let me set up authenticated smart host SMTP relaying?

    GNSM100, Oct 12, 2004
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  2. I like this one...

    There is also TZO...

    and pretty much any webhosting plan that has email will allow you to use
    them as a smarthost.

    On a side note... most ISPs offer Smarthosts and support them, but you need
    to ask them the "right kind of questions". For example-> I wouldn't go to
    Verizon asking what are their settings for a smarthost, instead they should
    show you how to do it with Outlook Express. If it works with OE, then you
    only need to port that to Exchange. BTW-> ATT Broadband has outgoing smtp
    servers... if I'm not mistaken the address is (although I
    think Comcast brought them? no?).
    Javier Gomez [SBS MVP], Oct 12, 2004
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  3. GNSM100

    GNSM100 Guest

    Thanks for the information. I will look into them.

    Follow up question: Is there a difference between an ISP's "standard" SMTP
    server and a smart host? The reason I ask (and the reason for my initial
    post) is that I WAS able to connect to Verizon's SMTP server with Outlook
    Express ( and I was able to send test messages using OE.
    But when I tried to connect the SBS / Exchange server using the same DSL line
    and the same credentials, the queue said there was an AUTH error from the
    SMTP server. I took this as Verizon's unqillingness to "relay" mail from the

    If there is NO difference between an SMTP server provided by all ISPs and a
    "smart host / relay" for use by servers, then I have to figure out what the
    problem is. If there IS a difference, I'd rather deal with a 3rd party, set
    up an account, and just have all my clients use them. It's easier than
    figuring out each ISPs settings, policies, etc.

    GNSM100, Oct 12, 2004
  4. I use Verizon as a Smart Hosat with no problems.

    Kevin Weilbacher [SBS-MVP]
    "The days pass by so quickly now, the nights are seldom long"

    Kevin Weilbacher [SBS-MVP], Oct 12, 2004
  5. From Verizon's point of view they cannot differentiate between Outlook or
    Exchange. However, there are some instances were this doesn't work right out
    of the box (mostly due because of some differences between how Exchange
    handles the email). If you can send via OE, then you will be able to use
    Exchange (some tweaking may be required). Shall we try it? :)

    Let me start by asking if Verizon requires you to authenticate even when you
    are on their network? Most ISPs don't do this. If they are required, are you
    positively sure that you entered the username password correctly (on the
    outbound security tab)? Some people mistake the POP3 connector auth screen
    with the smarthost one (which is not even on CEICW).

    Javier [SBS MVP]

    << SBS ROCKS!!! >>

    Javier Gomez [SBS MVP], Oct 12, 2004
  6. Verizon (at least in Florida) does require outgoing SMTP authentication.

    Kevin Weilbacher [SBS-MVP]
    "The days pass by so quickly now, the nights are seldom long"

    Kevin Weilbacher [SBS-MVP], Oct 13, 2004
  7. I also have a client (in Maryland) who is using Verizon as a Smart Host.
    Since the requires authentication, you need to
    drill a little deeper into the SMTP Connector dialog boxes to setup the
    logon ID and password.
    Owen Williams, Oct 13, 2004
  8. that's correct -- wiithin the Properties page for the SMTP Connector, you
    need to click on the Advanced tab, and then click on the Outbound Security
    Kevin Weilbacher [SBS-MVP], Oct 13, 2004
  9. GNSM100

    GNSM100 Guest

    Javier, again, thanks for the information.

    To answer your questions:

    Verizon does require authentication. The authentication information
    (username/password) was entered in the smtp connector. The authentication
    method is clear text. The username & password were verified by setting up a
    test account in OE. Data was copied / pasted into the authentication
    settings, so I'm 99.999% sure it's accurate. I know there system is working
    properly, as I changed the settings to relay through a 3rd party's smtp
    server. At issue is the fact that the 3rd party is MY isp, and I don;lt think
    they want me relaying mail from my client's server through their server.
    Hence, I want to stick with my client's isp for relaying mail.


    GNSM100, Oct 13, 2004
  10. Well... lets try to do this manually and see what we learn:

    First of all you need Base64 encoder... you can use whatever you like, but
    here is one: Now, get your username/password
    encoded on Base64 and paste them on the notepad.

    Start->Run->Cmd and do the following (be careful when typing because there
    is no backspace in telnet... but you can use copy+paste in the upper left
    corner of the dos window):

    Telnet 25 [enter]
    EHLO [enter]
    AUTH LOGIN [enter]
    encoded_username [enter]
    encoded_password [enter]
    MAIL FROM: [enter]
    RCPT TO: [enter]
    DATA [enter]
    SUBJECT: TEST [enter][enter]
    TEST MESSAGE [enter]
    .. [enter]

    Do you see an error somewhere?

    Javier [SBS MVP]

    << SBS ROCKS!!! >>

    Javier Gomez [SBS MVP], Oct 13, 2004
  11. GNSM100

    GNSM100 Guest


    error during authentication!

    checked w/ verizon and they said the password was changed. I spoke to the
    client who said he "changed his old email password".

    I feel like an idiot!

    Thanks for all the help. You guys rock!!!

    GNSM100, Oct 14, 2004
  12. Great! Thanks for reporting back!

    Javier [SBS MVP]

    << SBS ROCKS !!! >>

    Javier Gomez [SBS MVP], Oct 14, 2004
  13. way to go Javier!

    Kevin Weilbacher [SBS-MVP]
    "The days pass by so quickly now, the nights are seldom long"

    Kevin Weilbacher [SBS-MVP], Oct 15, 2004
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