The D'Bridge system you have configured as .59 and you are trying to send
a
message to .58 correct?

Correct.

You need to route the message through the Boss if this is the case. You cannot
send a message directly from .59 to .58. You can certainly compose a message
to any point or system in the Pointlist, thats no problem - but it is important that the message is routed to the Boss.

I am not specifically tagging the message as crash or direct. I am just writing the message and saving it. I was assuming that D'B would take care of the routing if there are no other specifics provided.

That is how the mailer was designed and why you are seeing the message
for .58 as Hold/Unlisted because the mailer cannot directly send to
another
point system.

OK. I get that. No problem.

But here's an interesting thing. I created a message for Tommi at 2:221/1.1 and D'B queued it up to poll 2:221/1 as expected! But, this happened:

20200217 21:55:21 [9780] BEGIN standalone, binkd/1.1a-99/Win32 -C -pv dbridge.bnk
20200217 21:55:21 [9780] clientmgr started
20200217 21:55:21 [9780] the queue is empty, quitting...

..and the message just seems to get dropped. :(

--- D'Bridge 4
* Origin: Mans Mazais Eiropas D'Bridge Punkts (2:221/1.59)