Hi Jay,
Not to have those limitations in the cloud backup you can use Azure (if you're a Microsoft shop).

From here: https://support.office.com/en-ie/article/invalid-file-names-and-file-types-in-onedrive-onedrive-for-business-and-sharepoint-64883a5d-228e-48f5-b3d2-eb39e07630fa#filenamepathlengths

In Azure this limitation is 1024 characters:
https://blogs.msdn.microsoft.com/jmstall/2014/06/12/azure-storage-naming-rules/

The NTFS file system actually supports file paths of up to 32,767 characters. There was a limitation of
https://docs.microsoft.com/en-us/windows/desktop/fileio/naming-a-file

Thanks,
Anton

Assuming path+files are within limits, can Cloudberry backups with encrypted filenames be manually copied to OneDrive folder from local folder to sync? Will this process cause any issue i.e. corruption, restoration issue, etc?

That won't work, your data will not be recoverable.

Restoration won't work because the location is different from the backup storage?

That's not the best idea, to be honest. This is not a supported configuration and we can't guarantee the safety of your data. OneDrive's API currently prevents implementation of file name encryption, so do this at your own risk.

Interesting...thanks.