Think I've just had an idea .....
In certain countries the use of "tactical" callsigns is authorised. Here in the US you will commonly hear hams participating in an ARES event using such calls. "Medical, this is Mile Post 5. Please send an ambulance to my location." "Mile Post 5, this is Medical. It's on its way. ETA 3 minutes. Medical out. K9ABC." "Thanks Medical. Mile Post 5 out. K9XYZ"
Per the US licences rules stations are only required to identify at the end of and every 10 minutes during a conversation. So you see how the callsigns were left off the communication until it was over?
If Syed were to start a "club" station at the office and float an APRS station under it's callsign with the tactical call of OUTNET RF based hams would be legally able to send APRS requests to him without falling foul of the Broadcast rule.
From a technical perspective, it does not have to be anything fancy or even connected to Outernet proper at all. the rest of the APRS network would handle the connection to and deliver the message just in the same way it has been doing.
I had better go and lie down now. I've come over all peelywalley