Maybe this is the issue? I am seeing TLSv1? I think Microsoft deprecated that. I have tried to update the config file but cannot get it to show anything but v1.
Global options: debug = daemon.notice pid = /var/run/stunnel.pid RNDbytes = 64 RNDfile = /dev/urandom RNDoverwrite = yes Service-level options: ciphers = FIPS (with "fips = yes") ciphers = ALL:!SSLv2:!aNULL:!EXP:!LOW:-MEDIUM:RC4:+HIGH (with "fips = no") curve = prime256v1 sessionCacheSize = 1000 sessionCacheTimeout = 300 seconds sslVersion = TLSv1 (with "fips = yes") sslVersion = TLSv1 for client, all for server (with "fips = no") stack = 65536 bytes TIMEOUTbusy = 300 seconds TIMEOUTclose = 60 seconds TIMEOUTconnect = 10 seconds TIMEOUTidle = 43200 seconds verify = none From: Ben Bazian via stunnel-users <stunnel-users@stunnel.org> Sent: Tuesday, October 26, 2021 10:55 AM To: jose isaias cabrera <jic...@gmail.com>; stunnel-users@stunnel.org Subject: [stunnel-users] Office 365 connections stopped working [E X T E R N A L] This has been working for years and recently stopped. I am a novice here. Can someone look at this and please tell me what is happening? It is an old server that does not support TLS so we put Stunnel in front of it. I am sure the version of stunnel is pretty old. Maybe a TLS level issue? 2021.10.26 14:47:30 LOG7[21968:139797665822784]: SSL options set: 0x01000004 2021.10.26 14:47:30 LOG6[21968:139797665822784]: Initializing service [SMTP Outgoing] 2021.10.26 14:47:30 LOG7[21968:139797665822784]: SSL options set: 0x01000004 2021.10.26 14:47:30 LOG6[21968:139797665822784]: Initializing service [IMAP] 2021.10.26 14:47:30 LOG7[21968:139797665822784]: SSL options set: 0x01000004 2021.10.26 14:47:30 LOG5[21968:139797665822784]: Configuration successful 2021.10.26 14:47:30 LOG7[21968:139797665822784]: Service [POP3 Incoming] (FD=12) bound to 0.0.0.0:110 2021.10.26 14:47:30 LOG7[21968:139797665822784]: Service [SMTP Outgoing] (FD=13) bound to 0.0.0.0:25 2021.10.26 14:47:30 LOG7[21968:139797665822784]: Service [IMAP] (FD=14) bound to 0.0.0.0:143 2021.10.26 14:47:30 LOG7[21974:139797665822784]: Created pid file /var/run/stunnel.pid 2021.10.26 14:48:30 LOG7[21974:139797665822784]: Service [IMAP] accepted (FD=3) from 10.55.3.159:1852 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Service [IMAP] started 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Waiting for a libwrap process 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Acquired libwrap process #0 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Releasing libwrap process #0 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Released libwrap process #0 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Service [IMAP] permitted by libwrap from 10.55.3.159:1852 2021.10.26 14:48:30 LOG5[21974:139797665818368]: Service [IMAP] accepted connection from 10.55.3.159:1852 2021.10.26 14:48:30 LOG6[21974:139797665818368]: connect_blocking: connecting 52.96.87.226:993 2021.10.26 14:48:30 LOG7[21974:139797665818368]: connect_blocking: s_poll_wait 52.96.87.226:993: waiting 10 seconds 2021.10.26 14:48:30 LOG5[21974:139797665818368]: connect_blocking: connected 52.96.87.226:993 2021.10.26 14:48:30 LOG5[21974:139797665818368]: Service [IMAP] connected remote server from 10.55.3.200:51358 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Remote socket (FD=16) initialized 2021.10.26 14:48:30 LOG7[21974:139797665818368]: SNI: sending servername: outlook.office365.com 2021.10.26 14:48:30 LOG7[21974:139797665818368]: SSL state (connect): before/connect initialization 2021.10.26 14:48:30 LOG7[21974:139797665818368]: SSL state (connect): SSLv3 write client hello A 2021.10.26 14:48:30 LOG3[21974:139797665818368]: SSL_connect: Peer suddenly disconnected 2021.10.26 14:48:30 LOG5[21974:139797665818368]: Connection reset: 0 byte(s) sent to SSL, 0 byte(s) sent to socket 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Remote socket (FD=16) closed 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Local socket (FD=3) closed 2021.10.26 14:48:30 LOG7[21974:139797665818368]: Service [IMAP] finished (0 left)
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