Have you watched it being run from the Windows Task Scheduler to see if any error messages occurred during the process?  Have you thought of putting a [PAPERLESS} section back into the sota.ini   What is happening just before the invoices are to be emailed out?

Are you testing with the same Windows login used in the Task Scheduler as you are manually from that desktop?

Yes, I am.

I did think of adding the [PAPERLESS] section manually but I wasn't sure if what i have from 2016 would work in 2022.  Here's what i have:

[Paperless]
Name=Sage 100 ERP
Driver==UAlMFOcHU'UUU'UUlc4G]GfAfMuGlRGFuM88U4GOFu]]H'fH4]8GAHFGuFHRMURUlcH'HffOFARUcGll4ucfUAf'4GucMGMR8G8Hl8OuGMuR
Printer=Sage 100 PDF Converter
Version=5.0

I believe that the Version would need to be changed and I'm not sure that the driver info would be appropriate since the Amuni driver changed.

At this point, I would write to a log after each BOI method to include the return code and any value added to the relevant object's ".LastErrorMsg" having cleared it first.

Figured it might help if I included the section of the script that I'm having the issue with.

retVal = oSS.nSetProgram(oSS.nLookupTask("SO_InvoicePrinting_UI"))
Set oSO_InvPrint = oPVX.NewObject("SO_InvoicePrinting_rpt", oSS)

retVal = oSO_InvPrint.nSelectBatch(vBatchNo)
retVal = oSO_InvPrint.nSelectReportSetting("TEST")  'Change "CUSTOM" to the correct form name

oSO_InvPrint.nEmailSelected = 1
Set oPaperless = oSO_InvPrint.ocoPLCommon
oPaperless.sFormPrintUISelection = "2"  'Electronic Delivery Only (Includes PDF)
oSO_InvPrint.oEmailEngineObj.nEESilent = 1
retVal = oPaperless.nElectronicDelivery("",0,oSO_InvPrint.oEmailEngineObj,0, "","",1)

If vPrintAlreadyPrinted = "Y" Then  'Emulates checking the "Print Invoices Already Printed" checkbox on the printing screen
	oSO_InvPrint.nGetOptions sReportOptions
	oSO_Invprint.nReplaceDefault sReportOptions, "CB_PRINTINVOICESPRINTED$", "Y"
	oSO_Invprint.nSetOptions sReportOptions
End If

retVal = oSO_InvPrint.nDisableUseOfUI()	
retVal = oSO_InvPrint.nProcessReport(vDestination)
retVal = oSO_InvPrint.nEndOfPDFConverterJob()
retVal = oSO_InvPrint.nUpdateLastForm()  'Make Sage remember the last form used to print the invoices
oSO_InvPrint.DropObject		
'msgbox("Invoices Printed")

retVal = oSO_InvPrint.nSelectReportSetting("TEST")   This form code exists in Sage and had been printed to by the user in the script.

You could save yourself a lot of time with isolating this by adding small bit of logging support to the script.

Set fso = CreateObject("Scripting.FileSystemObject")
If fso.FileExists(sEnhancementPath  & "\" & sFile & "." & "log") Then
Set ts = fso.OpenTextFile(sEnhancementPath  & "\" & sFile & "." & "log", 8)
Else
Set ts = fso.CreateTextFile(sEnhancementPath  & "\" & sFile & "." & "log", True)
End If
...
oObject.sLastErrorMsg = ""
...
ts.WriteLine vbCr & FormatDateTime(Date, vbShortDate) & " " & FormatDateTime(Time, vbLongTime) & vbTab & SCRIPT_ID & "<<method>> retVal =" & retVal & oObject.sLastErrorMsg"