Hey John,
That would appear to be part of Office 365.
As it happens I spent quit a bit of time with Outlook yesterday working on a different problem, but it gave me some insight into this one.
Hopefully this will just work.
-Chris
------------------------------------------------------------
# Auth: Christopher Stone <scriptmeister@thestoneforge.com>
# dCre: 2015/10/15 17:00
# dMod: 2015/10/16 02:05
# Appl: Finder & Microsoft Outlook
# Task: Add Attachment to front draft window.
# Tags: @Applescript, @Script, @Microsoft_Outlook, @Add, @Attachment, @Draft, @Window
------------------------------------------------------------
tell application "Finder" to set selectedItems to selection as alias list
if length of selectedItems = 1 then
set theAttachment to item 1 of selectedItems
else
error "Something wrong with Finder selection!"
end if
------------------------------------------------------------
tell application "Microsoft Outlook"
if class of front window ≠ draft window then
error "Front window is not a draft window!"
else
tell front draft window
if its object = missing value then save
tell its object to make new attachment with properties {file:theAttachment}
end tell
end if
end tell
------------------------------------------------------------