Hi Mark,
Good to see the trip planning is going well. We'll be in Morocco 22 Oct - 5 November so probably won't see you at Timnay this time.
Regarding insurance, if you've got a green card for Morocco from your UK insurer, you're covered - there's no need to buy additional insurance locally. If you do buy insurance in Morocco be aware that it's third party only and you'll get nothing if you total your truck. It's really only a "keep out of jail" card if you're involved in an accident.
I've been travelling to Morocco for over 10 years and never had an issue with radios either at the port, en route or at checkpoints. Admittedly we use UHF radios with only 6" antennae. Just be sensible and remove large antennae and turn sets off in sensitive areas.
Be aware that the chaps by the side of the road between Tanger Med and Fnideq aren't quite as happy/smiley these days. 2000 miles from home and desperately trying to get to Europe... No need to worry and security in Morocco is generally very good. You'll be turned back from any risky areas in the south.
With regard to satellite phones, check which countries your service plan covers as some don't include Algeria. If you're in the south of Morocco travelling near the border, you may not get any service just when you're in a remote area where there is no mobile phone coverage.
Have a great trip,
Peter