I confess I don't really understand the legal quotes above or what it means for the driver and what his best course of action will be when he receives a response (I guess it partially depends on what response he receives)
It means that where a driver is convicted of two or more offences that occurred “on the same occasion”, although he may be fined for each of them and also have his driving record endorsed with each of them, he should only be given one lot of penalty points (for the most serious).
The interpretation of “on the same occasion” is crucial in your friend’s case. If, say, you were stopped for speeding and you also had no insurance, it is clear that you committed those two offences on the same occasion and as a result you would only receive points for the no insurance offence. “On the same occasion” is not defined. However, southpaw seems quite confident that your friend’s circumstances are covered by that phrase. I’m not aware of any case law which addresses that issue (which southpaw may be aware of) but I’m not so sure your friend’s circumstances stretch to be seen as “on the same occasion”. If he was detected speeding an hour later I would argue that does not amount to being “on the same occasion.” So how long does an “occasion” last? Only a court can answer that.
Now that the police have stated that they do not consider this to be a single offence it is likely that they will offer your friend a fixed penalty (£100 and three points) for each. If he allows both matters to go to court to argue that they took place on the same occasion he
may be successful and walk away with only three points. But if he is, it will cost him a whole lot more money than the fixed penalties. The total cost (fine, prosecution costs and "Victim Surcharge") for just one of the two will almost certainly be at least three times the cost of one fixed penalty and possibly much more, depending on his income. He will still also have a conviction and an endorsement on his record for the second offence which will have to be declared even though it did not attract penalty points.