F*ck I hate MacOS Outlook Client and the way if stuffs around with plus signs. See if this works. Thanks for the response. Here is the diff between the bad and good instances. Apart from the order of some exchanges and stuff that should be different between sessions nothing really stands out: @@ -83,20 +83,26 @@ debug1: kex: server->client cipher: aes256-ctr MAC: hmac-sha2-256 compression: none [preauth] debug1: expecting SSH2_MSG_KEX_ECDH_INIT [preauth] debug3: receive packet: type 30 [preauth] debug3: mm_key_sign entering [preauth] debug3: mm_request_send entering: type 6 [preauth] -debug3: mm_key_sign: waiting for MONITOR_ANS_SIGN [preauth] -debug3: mm_request_receive_expect entering: type 7 [preauth] -debug3: mm_request_receive entering [preauth] debug3: mm_request_receive entering debug3: monitor_read: checking request 6 debug3: mm_answer_sign -debug3: mm_answer_sign: hostkey proof signature 0x55b482415130(83) +debug3: mm_answer_sign: hostkey proof signature 0x55e304423390(83) debug3: mm_request_send entering: type 7 debug2: monitor_read: 6 used once, disabling now +debug3: mm_key_sign: waiting for MONITOR_ANS_SIGN [preauth] +debug3: mm_request_receive_expect entering: type 7 [preauth] +debug3: mm_request_receive entering [preauth] debug3: send packet: type 31 [preauth] debug3: send packet: type 21 [preauth] debug2: set_newkeys: mode 1 [preauth] debug1: rekey after 4294967296 blocks [preauth] debug1: SSH2_MSG_NEWKEYS sent [preauth] debug1: expecting SSH2_MSG_NEWKEYS [preauth] _______________________________________________ openssh-unix-dev mailing list openssh-unix-dev@xxxxxxxxxxx https://lists.mindrot.org/mailman/listinfo/openssh-unix-dev