I use a simple command line routine launched from another program to create a new outlook message. Everything works as it should, it opens a new Outlook send mail window (not the main Outlook program), I hit send, window closes and I think the mail is sent ? But NO, it simply goes into the Outlook outbox which then I have to launch Outlook and send it, makes no sense.
I am using Office 2016, these are my settings:

OPTIONS-ADVANCE-SEND & RECEIVE
send immediately when connected (YES)

OPTIONS-ADVANCE-SEND & RECEIVE-send & receive button
all-accounts:
include this group in send & receive(YES)
schedule automatic . . (NO)
perform automatic . . (NO)
when outlook is offline:
include in group . . . (YES)
schedule automatic . . (NO)

I am using a POP3 account because of ridiculous omission of the "leave mail on server" option.
Everything works like a charm using Windows Live Mail by the way, but you cant attach a file via command line to it.

Any help would be appreciated, thanks.