Footshop_AB

If it helps, I've found a ghetto/undocumented solution for uploading locally created signatures if you're using the new Roaming Signature feature. This does require the Outlook 365 Desktop application and roaming signatures needs to be enabled in the registry (just in case it's disabled). Browse to %APPDATA%/Microsoft/Signatures (alternatively, open Options in Outlook and Ctrl-click the Signatures option in the Mail section). Copy and Paste any of the local signatures you want synchronised to the web. Rename the copies and append your 365 email address in brackets to the end of the file. Close & Re-open the Outlook desktop client. Navigate to the Signature manager via Options or New Mail > Signature > Signatures... The web signatures should now appear in the appropriate account section (i.e. not in the 'Signatures on this device' section). They should also now be synchronised to Exchange Online - this can be checked by visiting https://outlook.office.com. I have written a quick PS script to do batch copying and renaming: # Exchange Online Signature Duplicator $RoamingSignatures = $env:APPDATA + "\Microsoft\Signatures" $username = $env:USERNAME $domain = "YOUR DOMAIN HERE" $exclude = "*$username@$domain*" Set-Location -Path $RoamingSignatures $include = @("*.htm","*.txt","*.rtf") $files = Get-ChildItem -Path $RoamingSignatures -File -recurse -Include $include -Exclude $exclude foreach ($file in $files) { #echo $file $oldfile = $file.Name $newfile = $file.BaseName + " ("+$username+"@"+$domain+")" + $file.Extension Copy-Item $oldfile $newfile }