How many times has he been tested specifically for psychopathy? Yes, he has had assessments but if they're non specific then we can't really say in 30 years no one has detected psychopathy.
I rather feel that prisoners such as Jeremy are assessed on an annual basis to cover their own backs,in case those who HAVE got an underlying mental health problem don't " fall through the net ",for as we know,those who've shown signs of having a violent tendency are usually transferred to Broadmoor or similar for their own safety as well as that of the staff and the other in-mates.
30 years IS a long time,and certainly ample time for a mental problem not to show itself in some way.
It would take a " normal " person all their time to be pinned down and scrutinised on a daily basis without bursting into a tirade of physical and verbal abuse.
Nobody knows the prisoners better than the officers who are there on a daily/nightly basis who make reports exactly the same as is done in hospital,more so today on account of the many litigations that are in progress,both in prisons and the NHS.