Syncovery Support Forum

We have configured emai with office 365. It was working fine till last week. But suddenly stopped deliverying mails. The error shown is

ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)

Checked different sites for solution but unable find anything concrete. Please help me clarifying where is the problem so that I can check and clear it.

The error log is as follows

Syncovery v10.1.6, build 39 (64-bit)

Licensed to: capfam India CommuniKations
Running on : PDM5074SVR01
Running as : PDM5074SVR01\FlsAdmin (Admin)
System Info: Microsoft Windows Server 2019 Standard Build 17763
Using Backup Privilege

Log for profile Test, started at 00:30:03 on 19-08-2025

LEFT: F:\Reports
RIGHT: ext://Email

The profile is run by the scheduler in a separate thread.

Previous run was at 18-08-2025 16:34:31: INCOMPLETE: 0 copied of 1

Total System Memory at 19-08-2025 00:30:03: 32512 MB, Available: 6134 MB, Memory Load: 81%


Left Side Volume Name: DATA

Connecting with Email
This server does not support moving files into different subfolders.
Copying Direction : Left To Right

Scanning Folders Started At 19-08-2025 00:30:03
19-08-2025 00:30:03 Email: Connect Successful
Scanning folders took 00:00:00 (hh:mm:ss)


Total System Memory at 19-08-2025 00:30:03: 32512 MB, Available: 6134 MB, Memory Load: 81%

Free Space on left side : 856 GB, needed: 0 Bytes
Free Space on right side: Not checked, needed: 38 Bytes

Main Copying Phase Started At 19-08-2025 00:30:03

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"
Using OpenSSL 1.1.1q 5 Jul 2022: libssl-1_1-x64.dll, libcrypto-1_1-x64.dll


************************************************************************
19-08-2025 00:31:03 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:32:04 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:33:04 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:34:05 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:35:05 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:36:05 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

00:36:05.975 IP Exception (5): EFinalCloudException Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) @ 0000000002553F9B, CP:CorEX5:Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream)
Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:37:06 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:38:07 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:39:07 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:40:08 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:41:08 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:42:09 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

00:42:09.410 IP Exception (5): EFinalCloudException Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) @ 0000000002553F9B, CP:CorEX5:Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream)
Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:43:11 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:44:11 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:45:11 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:46:12 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:47:12 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:48:13 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

00:48:13.107 IP Exception (5): EFinalCloudException Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) @ 0000000002553F9B, CP:CorEX5:Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream)
Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:49:16 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:50:16 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:51:16 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:52:17 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:53:17 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

Sending Test document.txt to "lamos-in@flsmidth.com,mukherjee.sanjoy@dalmiacement.com"

************************************************************************
19-08-2025 00:54:18 ERROR (ESynapseError): Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) @ 0000000001C1B409, Thread ID: 23444, CP: CbFTPStatX (CloudUpload)
************************************************************************

00:54:18.178 IP Exception (5): EFinalCloudException Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) @ 0000000002553F9B, CP:CorEX5:Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream)
Exception Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) at 0000000002553F9B.
Filename: F:\Reports\Test document.txt
Checkpoints: TGGetOrPutEX:Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream)
19-08-2025 00:30:03 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:31:03 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:31:03 Email: Retrying: Test document.txt
19-08-2025 00:31:04 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:32:04 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:32:04 Email: Retrying: Test document.txt
19-08-2025 00:32:04 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:33:04 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:33:04 Email: Retrying: Test document.txt
19-08-2025 00:33:05 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:34:05 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:34:05 Email: Retrying: Test document.txt
19-08-2025 00:34:05 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:35:05 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:35:05 Email: Retrying: Test document.txt
19-08-2025 00:35:05 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:36:05 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:36:05 Email: Final exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) (EFinalCloudException)
19-08-2025 00:36:06 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:37:06 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:37:06 Email: Retrying: Test document.txt
19-08-2025 00:37:07 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:38:07 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:38:07 Email: Retrying: Test document.txt
19-08-2025 00:38:07 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:39:07 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:39:07 Email: Retrying: Test document.txt
19-08-2025 00:39:08 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:40:08 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:40:08 Email: Retrying: Test document.txt
19-08-2025 00:40:08 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:41:08 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:41:08 Email: Retrying: Test document.txt
19-08-2025 00:41:09 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:42:09 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:42:09 Email: Final exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) (EFinalCloudException)
19-08-2025 00:42:11 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:43:11 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:43:11 Email: Retrying: Test document.txt
19-08-2025 00:43:11 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:44:11 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:44:11 Email: Retrying: Test document.txt
19-08-2025 00:44:11 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:45:11 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:45:11 Email: Retrying: Test document.txt
19-08-2025 00:45:12 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:46:12 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:46:12 Email: Retrying: Test document.txt
19-08-2025 00:46:12 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:47:12 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:47:12 Email: Retrying: Test document.txt
19-08-2025 00:47:13 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:48:13 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:48:13 Email: Final exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) (EFinalCloudException)
19-08-2025 00:48:16 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:49:16 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:49:16 Email: Retrying: Test document.txt
19-08-2025 00:49:16 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:50:16 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:50:16 Email: Retrying: Test document.txt
19-08-2025 00:50:16 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:51:16 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:51:16 Email: Retrying: Test document.txt
19-08-2025 00:51:17 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:52:17 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:52:17 Email: Retrying: Test document.txt
19-08-2025 00:52:17 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:53:17 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:53:17 Email: Retrying: Test document.txt
19-08-2025 00:53:18 Email: Starting upload of Test document.txt (38 Bytes)
19-08-2025 00:54:18 Email: Exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError), CP:BlStX:ClosSock:/AbrtSk
19-08-2025 00:54:18 Email: Final exception uploading Test document.txt: Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) (EFinalCloudException)

Errors / Access problems with 1 File:

\Test document.txt (Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream) at 0000000002553F9B.CP: TGGetOrPutEX:Synapse TCP/IP Socket error 10060: Connection timed out, in Connect(smtp.office365.com:587), not CanWrite(60000) (ESynapseError) (6 attempts uploading stream))

Main Copying Phase Ended At 19-08-2025 00:54:18 And Took 00:24:14

Hello,
SMTP can no longer be used with Microsoft.

You need to update Syncovery and go to the email settings again and click the M365 button to authorize Email sending using the Graph protocol.

Some additional information: both Syncovery 10.18.4 and Syncovery 11 have the new Microsoft 365 button on the SMTP dialog (Program Settings -> Notify -> SMTP Server and Recipients...).

The new button switches the email sending from the old SMTP protocol to the new Graph protocol, which is authorized via OAuth2 in your web browser (and Syncovery won't get your password).

Syncovery 11 however is a much improved version, with many GUI, feature and internal improvements. Read more about it here:
https://www.syncovery.com/syncovery11/

Thanks Tobias for the information.

Trying with company SMTP address. Once I do it will let you know.