Have problems sending mail from a secure wireless connection. but ok from starbucks

I have several clients here at my marina all using different email providers and they all seem to have problems sending out mail from my secure wireless. They can recieve mail no problem. Now here is where it get weird. I added my gmail account to one of the problem iphones and same thing was happening, when i go to send out an email from my account on their phone it gets stuck trying to send mail. I compaired server setting on my phone to his and everything was that same, even turned off his server from fairpoint(the email he uses) and kept my gmail one and still couldnt send mail from his phone but worked fine on mine. Apple set up this individuals iphone/ipad so it make me think they did something when he had the accounts added. Any thoughts?

look here for gmail accounts
http://support.apple.com/kb/TS3058

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      DATA: lv_success TYPE i,
              lv_error TYPE i,
              lv_total TYPE i.
      DESCRIBE TABLE gt_data LINES lv_success.
    DESCRIBE TABLE gt_error LINES lv_error.
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      gv_fieldcat_err-fieldname  = 'PERNR'.
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             lv_events_det LIKE LINE OF lt_events_det,
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      lv_events_err-form = 'TOP_OF_PAGE3'.
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      lv_events_msg-name = 'TOP_OF_PAGE'.
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          i_callback_program = sy-repid.
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          is_layout                        = lv_layout
          it_fieldcat                      = gt_fieldcat_summ
          i_tabname                        = 'IT_SUMMARY'
          it_events                        = lt_events_summ
      IT_SORT                          =
      I_TEXT                           = ' '
        TABLES
          t_outtab                         = gt_summary
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      PROGRAM_ERROR                    = 1
      MAXIMUM_OF_APPENDS_REACHED       = 2
      OTHERS                           = 3
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          is_layout                        = lv_layout
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          it_events                        = lt_events_det
      IT_SORT                          =
      I_TEXT                           = ' '
        TABLES
          t_outtab                         = gt_data
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      PROGRAM_ERROR                    = 1
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         is_layout   = lv_layout
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         is_layout   = lv_layout
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         i_tabname   = 'gt_message'
         it_events   = lt_events_msg
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          is_layout   = lv_layout
          it_fieldcat = gt_fieldcat_err
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          t_outtab    = gt_message.
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          is_layout   = lv_layout
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          i_tabname   = 'gt_message'
          it_events   = lt_events_msg
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          t_outtab    = gt_message.
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       i_interface_check             = ' '
      IS_PRINT                      =
       i_screen_start_column         = 0
       i_screen_start_line           = 0
       i_screen_end_column           = 0
       i_screen_end_line             = 0
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      ES_EXIT_CAUSED_BY_USER        =
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      PROGRAM_ERROR                 = 1
      OTHERS                        = 2
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           lv_email2  TYPE somlreci1-receiver,
           lv_email3  TYPE somlreci1-receiver,
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             lv_email3,
             lv_subject,
             lv_attachment.
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                    email2
                    email3
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          lv_attachment = text-038.
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              email1            = lv_email1
              email2            = lv_email2
              email3            = lv_email3
              subject           = lv_subject
              attachment_name   = lv_attachment
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              spool_not_created = 1
              OTHERS            = 2.
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