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Server app cant send mail thru SMTP.office365.com


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Guest /u/Woopster88
Posted

Hello All

 

We have a server where we try to set SMTP.office365.com in an application. This doenst work.

 

When i use open SSL to verify against smtp. i get this result.

 

subject=C=US, ST=Washington, L=Redmond, O=Microsoft Corporation, CN=outlook.com

 

issuer=C=US, O=DigiCert Inc, CN=DigiCert Cloud Services CA-1

 


 

No client certificate CA names sent

 

Requested Signature Algorithms: RSA-PSS+SHA256:RSA-PSS+SHA384:RSA-PSS+SHA512:RSA+SHA256:RSA+SHA384:RSA+SHA1:ECDSA+SHA256:ECDSA+SHA384:ECDSA+SHA1:DSA+SHA1:RSA+SHA512:ECDSA+SHA512

 

Shared Requested Signature Algorithms: RSA-PSS+SHA256:RSA-PSS+SHA384:RSA-PSS+SHA512:RSA+SHA256:RSA+SHA384:ECDSA+SHA256:ECDSA+SHA384:RSA+SHA512:ECDSA+SHA512

 

Peer signing digest: SHA256

 

Peer signature type: RSA-PSS

 

Server Temp Key: ECDH, secp384r1, 384 bits

 


 

SSL handshake has read 4532 bytes and written 860 bytes

 

Verification error: unable to get local issuer certificate

 


 

New, TLSv1.3, Cipher is TLS_AES_256_GCM_SHA384

 

Server public key is 2048 bit

 

This TLS version forbids renegotiation.

 

Compression: NONE

 

Expansion: NONE

 

No ALPN negotiated

 

Early data was not sent

 

Verify return code: 20 (unable to get local issuer certificate)

 


 

250 SMTPUTF8

 


 

Post-Handshake New Session Ticket arrived:

 

SSL-Session:

 

Protocol : TLSv1.3

 

Cipher : TLS_AES_256_GCM_SHA384

 

Session-ID: A0F386185CFF3C3EDEA70ED915A82EA9814300E13FE51DB8F4BD0534CB9685A7

 

Session-ID-ctx:

 

Resumption PSK: 1A47E5B86939CFE0FD876B30387B398DB2B1EACE16C48FE55940835AC724E8FFF144EA11FE2626010B47598480FE349E

 

PSK identity: None

 

PSK identity hint: None

 

SRP username: None

 

TLS session ticket lifetime hint: 36000 (seconds)

 

TLS session ticket:

 

0000 - e2 27 00 00 87 44 d6 e6-a9 b6 96 01 60 54 14 3d .'...D......`T.=

 

0010 - 87 23 d6 2c a8 15 73 92-05 c5 a6 68 a1 be a5 b2 .#.,..s....h....

 

Start Time: 1725366359

 

Timeout : 7200 (sec)

 

Verify return code: 20 (unable to get local issuer certificate)

 

Extended master secret: no

 

Max Early Data: 0

 

I know its long - What does this mean? maybe a TLDR?

 

Server is 2016 - Application - IQVISION

 

submitted by /u/Woopster88

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