I'm just barley familiar with routes but do any of these cut into US Airspace?
KEEHO J545 DJB J83 APE J186 BULEY J91 VXV J43 SZW J41 RSW MTH G448 TADPO MUNBU1
All of this is US Airspace.
KEEHO is the first waypoint on J545 that enters US Airspace from Ontario. JDB (Dryer VOR) is in Cleveland. Continuing down the route, SZW is Seminole VOR in Tallahassee. J41 follows the Gulf Coast of Florida down to RSW, which is near Ft. Myers. MTH is a NDB on the Florida Keys, which is the last point in US Airspace, where it then joins G448 into international airspace again, which is a straight shot into Cuba. If this is indeed the route, you would think that whichever flight he is on would avoid CONUS airspace altogether, despite not entering the US. Heading down through Bermuda or Nassau would be safer.