System.TimeoutException: Timeout waiting for WinSCP to respond

We have a PowerShell script which initiates a WinSCP session to SFTP the remote external server. The script runs 5 times in a day and it fails occasionally at 5:30 AM schedule only. We have enabled both the session and debug logging but the script has terminated with the exception by generating only the Debug log (attached here). However the script & WinSCP session executes successfully at other schedules. So, I need to understand why exactly WinSCP is failing at 5:30 AM for doing further investigation.

OS: Windows 2008 R2
WinSCP version: 1.2.6.5125

Did you try setting longer Session.Timeout?
https://winscp.net/eng/docs/library_session#timeout

You should also upgrade. WinSCP 5.7 is over 6 years old.

I haven't tried it and I'll try it next time. But any idea that why it's failing particularly in one schedule ?

Yes, We will upgrade it in the near future.

I've increased the Timeout value from 50 to 250 but it didn't help.

That's not what I suggested you to do.

Sorry, I didn't get how to add the Session.Timeout to the current script. Can you please help ?

Thank you Martin. I've added this now. I'll monitor the script and update you.