This kind of package needs to be escorted and route plan must be filed with LTA by either the transport company or the escort.

Normally its not the driver fault, his job is to drive. He wont know the size of the package until the actual day.

Its either the transport company fault or the auxiliary police fault or the owner themselves

Info of the item will come from the owner or the hirer

Transport company declare the route 

Auxiliary police check route.

The title should not be "Did this driver underestimate his package?" cos the driver will never know. Be fair to the driver!!!

It could be a case of illegal transportation or who knows or negligence by one of the parties.

better to have escort. At least, some one else to share to pain of paying for the repair.

I am sure seeing the height of the cargo, some one should have double checked the height before setting off

The first toilet roll went through leh... Must be type pressure. Wahaha..

There were cases where the escort recce team F up.

Maybe shipper gave extra material or thicker material spec for the second roll ; importer should know well and experience in this kind of height matters clearance ; maybe rear trailer tyres  could have been deflated 

Should use a commetto.

But then... this... can save a lot of money using normal low bedder. LOL.