My only worry was that although the trains may well have been running on time he would still manage to miss them all.
In my understanding this sentence means "it doesn't matter whether or not the trains are on time, he'd manage to miss them all anyway." I can't see any judgement on whether the trains are usually late or not here.
Another possible reading seems to be "the trains are usually late, but even if they were on time for once, he'd still miss them all."
What's your opinion on this?
