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  3. (outlook) Security certificate cannot be verified

(outlook) Security certificate cannot be verified

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    • P Offline
      P Offline
      PMConor
      wrote last edited by joseph
      #1

      Hi All,

      I'm experiencing issues with the cloudron emails certificates, and the ability to add emails to Outlook - mobile & PC. My cloudron certificates renew successfully, and when viewing the certificate everything looks to be setup correctly.

      When adding the mailbox to Outlook (PC), I get a 'Internet Security Warning' (screenshot). If i select 'Yes' i'm able to add the mailbox as normal with no issues.
      4f762cb6-57fe-429b-970c-9b574cecdba1-image.png

      When adding the mailbox to Outlook (Mobile), I get a 'Log-in Error' and unable to proceed any further.
      78d1ee66-7740-41e1-9559-9be8465e9312-image.png

      If more information is needed, please let me know - hopefully someone is able to assist.

      1 Reply Last reply
      1
      • fbartelsF Offline
        fbartelsF Offline
        fbartels
        App Dev
        wrote last edited by
        #8

        could it be that outlook wants to connect to something like imap.promentum.info and not the my subdomain?

        P 1 Reply Last reply
        3
        • J Offline
          J Offline
          joseph
          Staff
          wrote last edited by
          #2

          Is this error only with Outlook or with other clients (say k9, thunderbird)? You can also try Services -> Email -> Restart. This copies over the latest certs to mail server.

          You can also inspect the cert with openssl s_client -connect my_imap_server:993 -showcerts

          P 1 Reply Last reply
          1
          • J joseph marked this topic as a question
          • BrutalBirdieB Online
            BrutalBirdieB Online
            BrutalBirdie
            Partner
            wrote last edited by
            #3

            If the above from @joseph does not resolve the issue already, please press the View Certificate button and share the output of it.

            Like my work? Consider donating a drink. Cheers!

            P 1 Reply Last reply
            1
            • J joseph

              Is this error only with Outlook or with other clients (say k9, thunderbird)? You can also try Services -> Email -> Restart. This copies over the latest certs to mail server.

              You can also inspect the cert with openssl s_client -connect my_imap_server:993 -showcerts

              P Offline
              P Offline
              PMConor
              wrote last edited by
              #4

              Hi @joseph

              It seems to be only with Outlook, as when connecting via Thunderbird the certificate alert isn't prompted.

              The email service has been restarted a few times, with no change in the alert.

              When running the openssl s_client -connect my_imap_server:993 -showcerts command with my domain i get the below...

              openssl s_client -connect my.promentum.info:993 -showcerts
              CONNECTED(00000003)
              depth=2 C = US, O = Internet Security Research Group, CN = ISRG Root X1
              verify return:1
              depth=1 C = US, O = Let's Encrypt, CN = R10
              verify return:1
              depth=0 CN = my.promentum.info
              verify return:1
              ---
              Certificate chain
               0 s:CN = my.promentum.info
                 i:C = US, O = Let's Encrypt, CN = R10
                 a:PKEY: rsaEncryption, 4096 (bit); sigalg: RSA-SHA256
                 v:NotBefore: Apr 24 06:12:01 2025 GMT; NotAfter: Jul 23 06:12:00 2025 GMT
              -----BEGIN CERTIFICATE-----
              MIIGIzCCBQugAwIBAgISBgI+vdmnnEoxarCbcXpIKAX2MA0GCSqGSIb3DQEBCwUA
              MDMxCzAJBgNVBAYTAlVTMRYwFAYDVQQKEw1MZXQncyBFbmNyeXB0MQwwCgYDVQQD
              EwNSMTAwHhcNMjUwNDI0MDYxMjAxWhcNMjUwNzIzMDYxMjAwWjAcMRowGAYDVQQD
              ExFteS5wcm9tZW50dW0uaW5mbzCCAiIwDQYJKoZIhvcNAQEBBQADggIPADCCAgoC
              ggIBANgymu/CtP2SR16zNF+DDsW5ewth0orrQizuNnIA4+gBoviHM3PvYA+0u06P
              QCSZOppA9GPW9ZTkTtx7ZWLl+Lq+z35tZuwB+b1f65xXblSv72nNvxz91uQwibsM
              AV2lr5qqXs10I1sP6bb/ZfS2NZaencsAZQs/vCK4iQ58JV2jCLYitXvZ1j49Qn2d
              I6zcCO6+ooyy7AA1YDBYLN2RBNSjuPC/WyicFcPgoHrjTq/CjcxUe5VswDgrn6fs
              4dj67+vP1+tFLkxKdE/3ch0gI6M1F1SQ5LZmpl+ffrZGFseHZLbS26dDI/d0ek4G
              eooUMoDOnfVpHAFdcGUkcwkPwd0Oz6BFFn/wg2LYAK3b79PTZNUriDn31PWVrmcQ
              zWjjrV0WkkRiLxXvwjgvUMahupeCGvJdiYqk81nCxD/XzSInMAsh6AGUtiabD/cY
              bYcRAW10ZonuFkF6n2ETcXPU2d7DAn1jr5VdU/6PXIB5wBPr6DhPURh+kur7l9jE
              0XqUB455GZJS89gNeFPWVqeZrjLRn3ncr9XvA55tJGN0NGTsAFQzqylumBKYjUSO
              ry4qQWnN6fdCqLDppzkIM24Exg6zPYw2xnlY4V1ZhRno2qFAiwGi+B6z338vIDXi
              JCv5wZhO+W2VVW5iS4Tl0nJVYdPf/tQQEHAioNBinmqpA8T1AgMBAAGjggJGMIIC
              QjAOBgNVHQ8BAf8EBAMCBaAwHQYDVR0lBBYwFAYIKwYBBQUHAwEGCCsGAQUFBwMC
              MAwGA1UdEwEB/wQCMAAwHQYDVR0OBBYEFCA/yV310ZIEBrxJl4mTEKNxQw04MB8G
              A1UdIwQYMBaAFLu8w0el5LypxsOkcgwQjaI14cjoMFcGCCsGAQUFBwEBBEswSTAi
              BggrBgEFBQcwAYYWaHR0cDovL3IxMC5vLmxlbmNyLm9yZzAjBggrBgEFBQcwAoYX
              aHR0cDovL3IxMC5pLmxlbmNyLm9yZy8wHAYDVR0RBBUwE4IRbXkucHJvbWVudHVt
              LmluZm8wEwYDVR0gBAwwCjAIBgZngQwBAgEwLwYDVR0fBCgwJjAkoCKgIIYeaHR0
              cDovL3IxMC5jLmxlbmNyLm9yZy8xMTkuY3JsMIIBBAYKKwYBBAHWeQIEAgSB9QSB
              8gDwAHcApELFBklgYVSPD9TqnPt6LSZFTYepfy/fRVn2J086hFQAAAGWZqI/ogAA
              BAMASDBGAiEA3q1W2rs0s9hEz5CjC++l/irU5S8zg26g0cvM6TVgf6ECIQC78zTW
              Wa933xFGUdvw6kt9898XLVkNYAmEa/wmsE9OLAB1AA3h8jAr0w3BQGISCepVLvxH
              dHyx1+kw7w5CHrR+Tqo0AAABlmaiP6MAAAQDAEYwRAIgNmZhCRsQ0MU/AWc0eRmi
              nCwnmBq1/vUT5ZXzG6XZlAwCIA2xvRZepn493pQnjDaZs+l3c+5Gj7W9faNxgHEC
              dZQSMA0GCSqGSIb3DQEBCwUAA4IBAQCogapxmcXWwwbraRF0v7l9KFa4Kl4R05UW
              ZURy5QqWpjtOp3yqXrSpB3SJGasXnUo0LLieAEtHOR8O8+p0JoJKcHrAgStUBDvj
              jk0a8MR/A2aiw+aN3FK5HtN/6pBFz5Z7GUDf8EtH8JOSWaPtZisigVASQuUhkCWn
              wnvaZq3qT0jAGhfeTzdR3kq7DuY32PdYJSiwAgkrjzWuyT05hwAWoi6pMUukZPKv
              ERhyHKBYNClQcCAzlJx/KjDyvB0dlCGbhpqVtlwB0atF6DQW2MKUxWnjlPtRcNYc
              fxuGkCRT+tistk+ar3ueRDqrxKkldHNIFtPexCaDcS4ZGg2XsFiK
              -----END CERTIFICATE-----
               1 s:C = US, O = Let's Encrypt, CN = R10
                 i:C = US, O = Internet Security Research Group, CN = ISRG Root X1
                 a:PKEY: rsaEncryption, 2048 (bit); sigalg: RSA-SHA256
                 v:NotBefore: Mar 13 00:00:00 2024 GMT; NotAfter: Mar 12 23:59:59 2027 GMT
              -----BEGIN CERTIFICATE-----
              MIIFBTCCAu2gAwIBAgIQS6hSk/eaL6JzBkuoBI110DANBgkqhkiG9w0BAQsFADBP
              MQswCQYDVQQGEwJVUzEpMCcGA1UEChMgSW50ZXJuZXQgU2VjdXJpdHkgUmVzZWFy
              Y2ggR3JvdXAxFTATBgNVBAMTDElTUkcgUm9vdCBYMTAeFw0yNDAzMTMwMDAwMDBa
              Fw0yNzAzMTIyMzU5NTlaMDMxCzAJBgNVBAYTAlVTMRYwFAYDVQQKEw1MZXQncyBF
              bmNyeXB0MQwwCgYDVQQDEwNSMTAwggEiMA0GCSqGSIb3DQEBAQUAA4IBDwAwggEK
              AoIBAQDPV+XmxFQS7bRH/sknWHZGUCiMHT6I3wWd1bUYKb3dtVq/+vbOo76vACFL
              YlpaPAEvxVgD9on/jhFD68G14BQHlo9vH9fnuoE5CXVlt8KvGFs3Jijno/QHK20a
              /6tYvJWuQP/py1fEtVt/eA0YYbwX51TGu0mRzW4Y0YCF7qZlNrx06rxQTOr8IfM4
              FpOUurDTazgGzRYSespSdcitdrLCnF2YRVxvYXvGLe48E1KGAdlX5jgc3421H5KR
              mudKHMxFqHJV8LDmowfs/acbZp4/SItxhHFYyTr6717yW0QrPHTnj7JHwQdqzZq3
              DZb3EoEmUVQK7GH29/Xi8orIlQ2NAgMBAAGjgfgwgfUwDgYDVR0PAQH/BAQDAgGG
              MB0GA1UdJQQWMBQGCCsGAQUFBwMCBggrBgEFBQcDATASBgNVHRMBAf8ECDAGAQH/
              AgEAMB0GA1UdDgQWBBS7vMNHpeS8qcbDpHIMEI2iNeHI6DAfBgNVHSMEGDAWgBR5
              tFnme7bl5AFzgAiIyBpY9umbbjAyBggrBgEFBQcBAQQmMCQwIgYIKwYBBQUHMAKG
              Fmh0dHA6Ly94MS5pLmxlbmNyLm9yZy8wEwYDVR0gBAwwCjAIBgZngQwBAgEwJwYD
              VR0fBCAwHjAcoBqgGIYWaHR0cDovL3gxLmMubGVuY3Iub3JnLzANBgkqhkiG9w0B
              AQsFAAOCAgEAkrHnQTfreZ2B5s3iJeE6IOmQRJWjgVzPw139vaBw1bGWKCIL0vIo
              zwzn1OZDjCQiHcFCktEJr59L9MhwTyAWsVrdAfYf+B9haxQnsHKNY67u4s5Lzzfd
              u6PUzeetUK29v+PsPmI2cJkxp+iN3epi4hKu9ZzUPSwMqtCceb7qPVxEbpYxY1p9
              1n5PJKBLBX9eb9LU6l8zSxPWV7bK3lG4XaMJgnT9x3ies7msFtpKK5bDtotij/l0
              GaKeA97pb5uwD9KgWvaFXMIEt8jVTjLEvwRdvCn294GPDF08U8lAkIv7tghluaQh
              1QnlE4SEN4LOECj8dsIGJXpGUk3aU3KkJz9icKy+aUgA+2cP21uh6NcDIS3XyfaZ
              QjmDQ993ChII8SXWupQZVBiIpcWO4RqZk3lr7Bz5MUCwzDIA359e57SSq5CCkY0N
              4B6Vulk7LktfwrdGNVI5BsC9qqxSwSKgRJeZ9wygIaehbHFHFhcBaMDKpiZlBHyz
              rsnnlFXCb5s8HKn5LsUgGvB24L7sGNZP2CX7dhHov+YhD+jozLW2p9W4959Bz2Ei
              RmqDtmiXLnzqTpXbI+suyCsohKRg6Un0RC47+cpiVwHiXZAW+cn8eiNIjqbVgXLx
              KPpdzvvtTnOPlC7SQZSYmdunr3Bf9b77AiC/ZidstK36dRILKz7OA54=
              -----END CERTIFICATE-----
              ---
              Server certificate
              subject=CN = my.promentum.info
              issuer=C = US, O = Let's Encrypt, CN = R10
              ---
              No client certificate CA names sent
              Peer signing digest: SHA256
              Peer signature type: RSA-PSS
              Server Temp Key: X25519, 253 bits
              ---
              SSL handshake has read 3685 bytes and written 399 bytes
              Verification: OK
              ---
              New, TLSv1.3, Cipher is TLS_AES_256_GCM_SHA384
              Server public key is 4096 bit
              Secure Renegotiation IS NOT supported
              Compression: NONE
              Expansion: NONE
              No ALPN negotiated
              Early data was not sent
              Verify return code: 0 (ok)
              ---
              ---
              Post-Handshake New Session Ticket arrived:
              SSL-Session:
                  Protocol  : TLSv1.3
                  Cipher    : TLS_AES_256_GCM_SHA384
                  Session-ID: 4BD471C720F74F914D6FD783B8289F6CA08BA52BFAF89D2D46B8D89F992845D7
                  Session-ID-ctx:
                  Resumption PSK: 1B942C5384C631FA71F4D00D41838CCC0F1A02A91563D3085A555F10BDBBCB8B049495AC765610B1B711BD5728F188BA
                  PSK identity: None
                  PSK identity hint: None
                  SRP username: None
                  TLS session ticket lifetime hint: 7200 (seconds)
                  TLS session ticket:
                  0000 - a3 8b 31 e5 cf 07 1e 35-20 f2 7d ce 82 ee 02 61   ..1....5 .}....a
                  0010 - ea ff f1 f0 17 1e 74 0c-79 48 a3 6b b3 2d 2e 69   ......t.yH.k.-.i
                  0020 - fb 3f 92 1a 2c 81 74 10-17 11 70 32 74 99 35 12   .?..,.t...p2t.5.
                  0030 - 01 b0 78 e2 c3 3a 9d ed-3a bc 7b 2c dc 89 be 81   ..x..:..:.{,....
                  0040 - c5 0c 3b 63 bb 9c e1 b9-54 5c b4 94 4b 97 c5 77   ..;c....T\..K..w
                  0050 - 82 85 7d 42 1b d3 10 6c-e9 01 30 95 13 2e de 5c   ..}B...l..0....\
                  0060 - 6f 05 dc 5f 45 11 51 d0-01 08 78 c7 71 76 09 f6   o.._E.Q...x.qv..
                  0070 - ec df b6 86 2e fb 13 b2-bf 68 a8 33 80 72 4d b2   .........h.3.rM.
                  0080 - 0b b6 ab f2 f2 30 8b 64-f3 bf 60 18 bb cb 6d 2e   .....0.d..`...m.
                  0090 - e7 6a 8e a0 d4 06 2d 28-8a ef e4 43 ff bd ca d9   .j....-(...C....
                  00a0 - ca 8c 87 e2 97 c5 e2 c8-90 ac 16 e9 ff f5 63 31   ..............c1
                  00b0 - 08 87 d3 76 c8 a7 f8 3e-a4 6f 95 17 bc 36 a6 a1   ...v...>.o...6..
                  00c0 - 37 53 8b da ba 50 35 ad-50 3d 34 b6 77 9c cd 3b   7S...P5.P=4.w..;
                  00d0 - 36 02 5c 48 93 dd ba 45-bb 2d ce b6 63 59 b6 58   6.\H...E.-..cY.X
              
                  Start Time: 1746784945
                  Timeout   : 7200 (sec)
                  Verify return code: 0 (ok)
                  Extended master secret: no
                  Max Early Data: 0
              ---
              read R BLOCK
              ---
              Post-Handshake New Session Ticket arrived:
              SSL-Session:
                  Protocol  : TLSv1.3
                  Cipher    : TLS_AES_256_GCM_SHA384
                  Session-ID: 85CF897B8F0BB087A3ADDD697F374EF68FB6A7E0B5CD8A6ABA6D0D71B882B7DF
                  Session-ID-ctx:
                  Resumption PSK: AE9A476653A062F858587ED044F35B7A574AF3DFEAE1665F4025F62FE3FB4F76A66F501F212FFC0534D90E6BDF6A5BFB
                  PSK identity: None
                  PSK identity hint: None
                  SRP username: None
                  TLS session ticket lifetime hint: 7200 (seconds)
                  TLS session ticket:
                  0000 - a3 8b 31 e5 cf 07 1e 35-20 f2 7d ce 82 ee 02 61   ..1....5 .}....a
                  0010 - 75 9a 28 8b 45 5b d4 c8-b7 a6 48 e7 6a ab a2 ec   u.(.E[....H.j...
                  0020 - 7f b1 83 33 3e d1 db 4b-db 68 ec 05 58 6e 29 c7   ...3>..K.h..Xn).
                  0030 - 98 6c a5 50 61 2a d9 10-89 bd 8a d5 99 a6 77 f6   .l.Pa*........w.
                  0040 - dd 59 b0 0f 51 70 75 bf-54 2c 46 86 71 d3 63 cb   .Y..Qpu.T,F.q.c.
                  0050 - 93 22 f8 0f b9 73 1b 98-12 45 3b 1a 3b 0c f7 93   ."...s...E;.;...
                  0060 - f2 b3 b5 74 11 90 0b 6d-c9 ec 0c cc 8e 8e 24 a5   ...t...m......$.
                  0070 - 14 61 a8 d1 39 99 14 23-2e 7f 23 c5 61 b0 07 f9   .a..9..#..#.a...
                  0080 - a4 31 22 a3 1d 2f 78 51-f4 54 19 8c 4f 82 73 e7   .1"../xQ.T..O.s.
                  0090 - 0b f0 18 fe 55 6f e5 de-ea 49 b5 95 b2 17 d9 d4   ....Uo...I......
                  00a0 - 9f a1 0f 18 5f 45 42 32-72 43 42 e6 bb 6e d3 d4   ...._EB2rCB..n..
                  00b0 - bb 77 5a 0a 9f 0b 03 a1-06 7a 9e 95 3e da 8a 90   .wZ......z..>...
                  00c0 - 5a 53 a0 9b 1f 0c 8d 4e-99 25 ed 87 64 28 81 f4   ZS.....N.%..d(..
                  00d0 - af 83 b8 2b cd a5 8d 87-99 56 f3 43 e2 87 52 32   ...+.....V.C..R2
              
                  Start Time: 1746784945
                  Timeout   : 7200 (sec)
                  Verify return code: 0 (ok)
                  Extended master secret: no
                  Max Early Data: 0
              ---
              read R BLOCK
              * OK [CAPABILITY IMAP4rev1 SASL-IR LOGIN-REFERRALS ID ENABLE IDLE LITERAL+ AUTH=PLAIN] Dovecot (Ubuntu) ready.
              
              
              J 1 Reply Last reply
              0
              • BrutalBirdieB BrutalBirdie

                If the above from @joseph does not resolve the issue already, please press the View Certificate button and share the output of it.

                P Offline
                P Offline
                PMConor
                wrote last edited by PMConor
                #5

                Hi @BrutalBirdie

                These are the screenshots of the certificate...

                979fe96f-2bdb-40fa-9fa2-a52a7b19e6a6-image.png

                aa31d97f-c9e0-4734-98e0-70635499378a-image.png
                d5ecfbf0-f10c-4b83-8fa8-d3e762d57abc-image.png

                4e206817-32f8-4b35-8055-7f53c37465ee-image.png
                c14f069a-eddd-4b81-943c-027ef07724b1-image.png

                4555e880-26d8-42f9-83c5-32219a1e3288-image.png

                9cd58781-0893-4143-95da-54bc3504e9c4-image.png

                ae81d260-cbe3-4ef6-b877-7b040b450838-image.png

                1 Reply Last reply
                0
                • P PMConor

                  Hi @joseph

                  It seems to be only with Outlook, as when connecting via Thunderbird the certificate alert isn't prompted.

                  The email service has been restarted a few times, with no change in the alert.

                  When running the openssl s_client -connect my_imap_server:993 -showcerts command with my domain i get the below...

                  openssl s_client -connect my.promentum.info:993 -showcerts
                  CONNECTED(00000003)
                  depth=2 C = US, O = Internet Security Research Group, CN = ISRG Root X1
                  verify return:1
                  depth=1 C = US, O = Let's Encrypt, CN = R10
                  verify return:1
                  depth=0 CN = my.promentum.info
                  verify return:1
                  ---
                  Certificate chain
                   0 s:CN = my.promentum.info
                     i:C = US, O = Let's Encrypt, CN = R10
                     a:PKEY: rsaEncryption, 4096 (bit); sigalg: RSA-SHA256
                     v:NotBefore: Apr 24 06:12:01 2025 GMT; NotAfter: Jul 23 06:12:00 2025 GMT
                  -----BEGIN CERTIFICATE-----
                  MIIGIzCCBQugAwIBAgISBgI+vdmnnEoxarCbcXpIKAX2MA0GCSqGSIb3DQEBCwUA
                  MDMxCzAJBgNVBAYTAlVTMRYwFAYDVQQKEw1MZXQncyBFbmNyeXB0MQwwCgYDVQQD
                  EwNSMTAwHhcNMjUwNDI0MDYxMjAxWhcNMjUwNzIzMDYxMjAwWjAcMRowGAYDVQQD
                  ExFteS5wcm9tZW50dW0uaW5mbzCCAiIwDQYJKoZIhvcNAQEBBQADggIPADCCAgoC
                  ggIBANgymu/CtP2SR16zNF+DDsW5ewth0orrQizuNnIA4+gBoviHM3PvYA+0u06P
                  QCSZOppA9GPW9ZTkTtx7ZWLl+Lq+z35tZuwB+b1f65xXblSv72nNvxz91uQwibsM
                  AV2lr5qqXs10I1sP6bb/ZfS2NZaencsAZQs/vCK4iQ58JV2jCLYitXvZ1j49Qn2d
                  I6zcCO6+ooyy7AA1YDBYLN2RBNSjuPC/WyicFcPgoHrjTq/CjcxUe5VswDgrn6fs
                  4dj67+vP1+tFLkxKdE/3ch0gI6M1F1SQ5LZmpl+ffrZGFseHZLbS26dDI/d0ek4G
                  eooUMoDOnfVpHAFdcGUkcwkPwd0Oz6BFFn/wg2LYAK3b79PTZNUriDn31PWVrmcQ
                  zWjjrV0WkkRiLxXvwjgvUMahupeCGvJdiYqk81nCxD/XzSInMAsh6AGUtiabD/cY
                  bYcRAW10ZonuFkF6n2ETcXPU2d7DAn1jr5VdU/6PXIB5wBPr6DhPURh+kur7l9jE
                  0XqUB455GZJS89gNeFPWVqeZrjLRn3ncr9XvA55tJGN0NGTsAFQzqylumBKYjUSO
                  ry4qQWnN6fdCqLDppzkIM24Exg6zPYw2xnlY4V1ZhRno2qFAiwGi+B6z338vIDXi
                  JCv5wZhO+W2VVW5iS4Tl0nJVYdPf/tQQEHAioNBinmqpA8T1AgMBAAGjggJGMIIC
                  QjAOBgNVHQ8BAf8EBAMCBaAwHQYDVR0lBBYwFAYIKwYBBQUHAwEGCCsGAQUFBwMC
                  MAwGA1UdEwEB/wQCMAAwHQYDVR0OBBYEFCA/yV310ZIEBrxJl4mTEKNxQw04MB8G
                  A1UdIwQYMBaAFLu8w0el5LypxsOkcgwQjaI14cjoMFcGCCsGAQUFBwEBBEswSTAi
                  BggrBgEFBQcwAYYWaHR0cDovL3IxMC5vLmxlbmNyLm9yZzAjBggrBgEFBQcwAoYX
                  aHR0cDovL3IxMC5pLmxlbmNyLm9yZy8wHAYDVR0RBBUwE4IRbXkucHJvbWVudHVt
                  LmluZm8wEwYDVR0gBAwwCjAIBgZngQwBAgEwLwYDVR0fBCgwJjAkoCKgIIYeaHR0
                  cDovL3IxMC5jLmxlbmNyLm9yZy8xMTkuY3JsMIIBBAYKKwYBBAHWeQIEAgSB9QSB
                  8gDwAHcApELFBklgYVSPD9TqnPt6LSZFTYepfy/fRVn2J086hFQAAAGWZqI/ogAA
                  BAMASDBGAiEA3q1W2rs0s9hEz5CjC++l/irU5S8zg26g0cvM6TVgf6ECIQC78zTW
                  Wa933xFGUdvw6kt9898XLVkNYAmEa/wmsE9OLAB1AA3h8jAr0w3BQGISCepVLvxH
                  dHyx1+kw7w5CHrR+Tqo0AAABlmaiP6MAAAQDAEYwRAIgNmZhCRsQ0MU/AWc0eRmi
                  nCwnmBq1/vUT5ZXzG6XZlAwCIA2xvRZepn493pQnjDaZs+l3c+5Gj7W9faNxgHEC
                  dZQSMA0GCSqGSIb3DQEBCwUAA4IBAQCogapxmcXWwwbraRF0v7l9KFa4Kl4R05UW
                  ZURy5QqWpjtOp3yqXrSpB3SJGasXnUo0LLieAEtHOR8O8+p0JoJKcHrAgStUBDvj
                  jk0a8MR/A2aiw+aN3FK5HtN/6pBFz5Z7GUDf8EtH8JOSWaPtZisigVASQuUhkCWn
                  wnvaZq3qT0jAGhfeTzdR3kq7DuY32PdYJSiwAgkrjzWuyT05hwAWoi6pMUukZPKv
                  ERhyHKBYNClQcCAzlJx/KjDyvB0dlCGbhpqVtlwB0atF6DQW2MKUxWnjlPtRcNYc
                  fxuGkCRT+tistk+ar3ueRDqrxKkldHNIFtPexCaDcS4ZGg2XsFiK
                  -----END CERTIFICATE-----
                   1 s:C = US, O = Let's Encrypt, CN = R10
                     i:C = US, O = Internet Security Research Group, CN = ISRG Root X1
                     a:PKEY: rsaEncryption, 2048 (bit); sigalg: RSA-SHA256
                     v:NotBefore: Mar 13 00:00:00 2024 GMT; NotAfter: Mar 12 23:59:59 2027 GMT
                  -----BEGIN CERTIFICATE-----
                  MIIFBTCCAu2gAwIBAgIQS6hSk/eaL6JzBkuoBI110DANBgkqhkiG9w0BAQsFADBP
                  MQswCQYDVQQGEwJVUzEpMCcGA1UEChMgSW50ZXJuZXQgU2VjdXJpdHkgUmVzZWFy
                  Y2ggR3JvdXAxFTATBgNVBAMTDElTUkcgUm9vdCBYMTAeFw0yNDAzMTMwMDAwMDBa
                  Fw0yNzAzMTIyMzU5NTlaMDMxCzAJBgNVBAYTAlVTMRYwFAYDVQQKEw1MZXQncyBF
                  bmNyeXB0MQwwCgYDVQQDEwNSMTAwggEiMA0GCSqGSIb3DQEBAQUAA4IBDwAwggEK
                  AoIBAQDPV+XmxFQS7bRH/sknWHZGUCiMHT6I3wWd1bUYKb3dtVq/+vbOo76vACFL
                  YlpaPAEvxVgD9on/jhFD68G14BQHlo9vH9fnuoE5CXVlt8KvGFs3Jijno/QHK20a
                  /6tYvJWuQP/py1fEtVt/eA0YYbwX51TGu0mRzW4Y0YCF7qZlNrx06rxQTOr8IfM4
                  FpOUurDTazgGzRYSespSdcitdrLCnF2YRVxvYXvGLe48E1KGAdlX5jgc3421H5KR
                  mudKHMxFqHJV8LDmowfs/acbZp4/SItxhHFYyTr6717yW0QrPHTnj7JHwQdqzZq3
                  DZb3EoEmUVQK7GH29/Xi8orIlQ2NAgMBAAGjgfgwgfUwDgYDVR0PAQH/BAQDAgGG
                  MB0GA1UdJQQWMBQGCCsGAQUFBwMCBggrBgEFBQcDATASBgNVHRMBAf8ECDAGAQH/
                  AgEAMB0GA1UdDgQWBBS7vMNHpeS8qcbDpHIMEI2iNeHI6DAfBgNVHSMEGDAWgBR5
                  tFnme7bl5AFzgAiIyBpY9umbbjAyBggrBgEFBQcBAQQmMCQwIgYIKwYBBQUHMAKG
                  Fmh0dHA6Ly94MS5pLmxlbmNyLm9yZy8wEwYDVR0gBAwwCjAIBgZngQwBAgEwJwYD
                  VR0fBCAwHjAcoBqgGIYWaHR0cDovL3gxLmMubGVuY3Iub3JnLzANBgkqhkiG9w0B
                  AQsFAAOCAgEAkrHnQTfreZ2B5s3iJeE6IOmQRJWjgVzPw139vaBw1bGWKCIL0vIo
                  zwzn1OZDjCQiHcFCktEJr59L9MhwTyAWsVrdAfYf+B9haxQnsHKNY67u4s5Lzzfd
                  u6PUzeetUK29v+PsPmI2cJkxp+iN3epi4hKu9ZzUPSwMqtCceb7qPVxEbpYxY1p9
                  1n5PJKBLBX9eb9LU6l8zSxPWV7bK3lG4XaMJgnT9x3ies7msFtpKK5bDtotij/l0
                  GaKeA97pb5uwD9KgWvaFXMIEt8jVTjLEvwRdvCn294GPDF08U8lAkIv7tghluaQh
                  1QnlE4SEN4LOECj8dsIGJXpGUk3aU3KkJz9icKy+aUgA+2cP21uh6NcDIS3XyfaZ
                  QjmDQ993ChII8SXWupQZVBiIpcWO4RqZk3lr7Bz5MUCwzDIA359e57SSq5CCkY0N
                  4B6Vulk7LktfwrdGNVI5BsC9qqxSwSKgRJeZ9wygIaehbHFHFhcBaMDKpiZlBHyz
                  rsnnlFXCb5s8HKn5LsUgGvB24L7sGNZP2CX7dhHov+YhD+jozLW2p9W4959Bz2Ei
                  RmqDtmiXLnzqTpXbI+suyCsohKRg6Un0RC47+cpiVwHiXZAW+cn8eiNIjqbVgXLx
                  KPpdzvvtTnOPlC7SQZSYmdunr3Bf9b77AiC/ZidstK36dRILKz7OA54=
                  -----END CERTIFICATE-----
                  ---
                  Server certificate
                  subject=CN = my.promentum.info
                  issuer=C = US, O = Let's Encrypt, CN = R10
                  ---
                  No client certificate CA names sent
                  Peer signing digest: SHA256
                  Peer signature type: RSA-PSS
                  Server Temp Key: X25519, 253 bits
                  ---
                  SSL handshake has read 3685 bytes and written 399 bytes
                  Verification: OK
                  ---
                  New, TLSv1.3, Cipher is TLS_AES_256_GCM_SHA384
                  Server public key is 4096 bit
                  Secure Renegotiation IS NOT supported
                  Compression: NONE
                  Expansion: NONE
                  No ALPN negotiated
                  Early data was not sent
                  Verify return code: 0 (ok)
                  ---
                  ---
                  Post-Handshake New Session Ticket arrived:
                  SSL-Session:
                      Protocol  : TLSv1.3
                      Cipher    : TLS_AES_256_GCM_SHA384
                      Session-ID: 4BD471C720F74F914D6FD783B8289F6CA08BA52BFAF89D2D46B8D89F992845D7
                      Session-ID-ctx:
                      Resumption PSK: 1B942C5384C631FA71F4D00D41838CCC0F1A02A91563D3085A555F10BDBBCB8B049495AC765610B1B711BD5728F188BA
                      PSK identity: None
                      PSK identity hint: None
                      SRP username: None
                      TLS session ticket lifetime hint: 7200 (seconds)
                      TLS session ticket:
                      0000 - a3 8b 31 e5 cf 07 1e 35-20 f2 7d ce 82 ee 02 61   ..1....5 .}....a
                      0010 - ea ff f1 f0 17 1e 74 0c-79 48 a3 6b b3 2d 2e 69   ......t.yH.k.-.i
                      0020 - fb 3f 92 1a 2c 81 74 10-17 11 70 32 74 99 35 12   .?..,.t...p2t.5.
                      0030 - 01 b0 78 e2 c3 3a 9d ed-3a bc 7b 2c dc 89 be 81   ..x..:..:.{,....
                      0040 - c5 0c 3b 63 bb 9c e1 b9-54 5c b4 94 4b 97 c5 77   ..;c....T\..K..w
                      0050 - 82 85 7d 42 1b d3 10 6c-e9 01 30 95 13 2e de 5c   ..}B...l..0....\
                      0060 - 6f 05 dc 5f 45 11 51 d0-01 08 78 c7 71 76 09 f6   o.._E.Q...x.qv..
                      0070 - ec df b6 86 2e fb 13 b2-bf 68 a8 33 80 72 4d b2   .........h.3.rM.
                      0080 - 0b b6 ab f2 f2 30 8b 64-f3 bf 60 18 bb cb 6d 2e   .....0.d..`...m.
                      0090 - e7 6a 8e a0 d4 06 2d 28-8a ef e4 43 ff bd ca d9   .j....-(...C....
                      00a0 - ca 8c 87 e2 97 c5 e2 c8-90 ac 16 e9 ff f5 63 31   ..............c1
                      00b0 - 08 87 d3 76 c8 a7 f8 3e-a4 6f 95 17 bc 36 a6 a1   ...v...>.o...6..
                      00c0 - 37 53 8b da ba 50 35 ad-50 3d 34 b6 77 9c cd 3b   7S...P5.P=4.w..;
                      00d0 - 36 02 5c 48 93 dd ba 45-bb 2d ce b6 63 59 b6 58   6.\H...E.-..cY.X
                  
                      Start Time: 1746784945
                      Timeout   : 7200 (sec)
                      Verify return code: 0 (ok)
                      Extended master secret: no
                      Max Early Data: 0
                  ---
                  read R BLOCK
                  ---
                  Post-Handshake New Session Ticket arrived:
                  SSL-Session:
                      Protocol  : TLSv1.3
                      Cipher    : TLS_AES_256_GCM_SHA384
                      Session-ID: 85CF897B8F0BB087A3ADDD697F374EF68FB6A7E0B5CD8A6ABA6D0D71B882B7DF
                      Session-ID-ctx:
                      Resumption PSK: AE9A476653A062F858587ED044F35B7A574AF3DFEAE1665F4025F62FE3FB4F76A66F501F212FFC0534D90E6BDF6A5BFB
                      PSK identity: None
                      PSK identity hint: None
                      SRP username: None
                      TLS session ticket lifetime hint: 7200 (seconds)
                      TLS session ticket:
                      0000 - a3 8b 31 e5 cf 07 1e 35-20 f2 7d ce 82 ee 02 61   ..1....5 .}....a
                      0010 - 75 9a 28 8b 45 5b d4 c8-b7 a6 48 e7 6a ab a2 ec   u.(.E[....H.j...
                      0020 - 7f b1 83 33 3e d1 db 4b-db 68 ec 05 58 6e 29 c7   ...3>..K.h..Xn).
                      0030 - 98 6c a5 50 61 2a d9 10-89 bd 8a d5 99 a6 77 f6   .l.Pa*........w.
                      0040 - dd 59 b0 0f 51 70 75 bf-54 2c 46 86 71 d3 63 cb   .Y..Qpu.T,F.q.c.
                      0050 - 93 22 f8 0f b9 73 1b 98-12 45 3b 1a 3b 0c f7 93   ."...s...E;.;...
                      0060 - f2 b3 b5 74 11 90 0b 6d-c9 ec 0c cc 8e 8e 24 a5   ...t...m......$.
                      0070 - 14 61 a8 d1 39 99 14 23-2e 7f 23 c5 61 b0 07 f9   .a..9..#..#.a...
                      0080 - a4 31 22 a3 1d 2f 78 51-f4 54 19 8c 4f 82 73 e7   .1"../xQ.T..O.s.
                      0090 - 0b f0 18 fe 55 6f e5 de-ea 49 b5 95 b2 17 d9 d4   ....Uo...I......
                      00a0 - 9f a1 0f 18 5f 45 42 32-72 43 42 e6 bb 6e d3 d4   ...._EB2rCB..n..
                      00b0 - bb 77 5a 0a 9f 0b 03 a1-06 7a 9e 95 3e da 8a 90   .wZ......z..>...
                      00c0 - 5a 53 a0 9b 1f 0c 8d 4e-99 25 ed 87 64 28 81 f4   ZS.....N.%..d(..
                      00d0 - af 83 b8 2b cd a5 8d 87-99 56 f3 43 e2 87 52 32   ...+.....V.C..R2
                  
                      Start Time: 1746784945
                      Timeout   : 7200 (sec)
                      Verify return code: 0 (ok)
                      Extended master secret: no
                      Max Early Data: 0
                  ---
                  read R BLOCK
                  * OK [CAPABILITY IMAP4rev1 SASL-IR LOGIN-REFERRALS ID ENABLE IDLE LITERAL+ AUTH=PLAIN] Dovecot (Ubuntu) ready.
                  
                  
                  J Offline
                  J Offline
                  joseph
                  Staff
                  wrote last edited by
                  #6

                  @PMConor said in Security certificate cannot be verified:

                  It seems to be only with Outlook, as when connecting via Thunderbird the certificate alert isn't prompted.

                  the certs look correct and valid . So, it's some outlook client issue . I don't have a Windows PC to test but by mobile do you mean Android app ?

                  P 1 Reply Last reply
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                  • J joseph

                    @PMConor said in Security certificate cannot be verified:

                    It seems to be only with Outlook, as when connecting via Thunderbird the certificate alert isn't prompted.

                    the certs look correct and valid . So, it's some outlook client issue . I don't have a Windows PC to test but by mobile do you mean Android app ?

                    P Offline
                    P Offline
                    PMConor
                    wrote last edited by
                    #7

                    @joseph Yes, we all use the official 'Microsoft Outlook' app.

                    1 Reply Last reply
                    0
                    • fbartelsF Offline
                      fbartelsF Offline
                      fbartels
                      App Dev
                      wrote last edited by
                      #8

                      could it be that outlook wants to connect to something like imap.promentum.info and not the my subdomain?

                      P 1 Reply Last reply
                      3
                      • J Offline
                        J Offline
                        joseph
                        Staff
                        wrote last edited by
                        #9

                        FWIW, I could connect with the Outlook App to my mail server using Android just fine . I had to enter settings manually . Port 993 SSL and Port 597 StartTls

                        1 Reply Last reply
                        0
                        • fbartelsF fbartels

                          could it be that outlook wants to connect to something like imap.promentum.info and not the my subdomain?

                          P Offline
                          P Offline
                          PMConor
                          wrote last edited by
                          #10

                          Hi @fbartels

                          You're right, double checked and it always defaults to smtp. instead of .my

                          When manually changing on both PC and Mobile, the SMTP accounts can be added without the certificate error!

                          Thanks Everyone!

                          1 Reply Last reply
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                          • P PMConor has marked this topic as solved
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