Why does a customer feel he knows better than the operator or regulator?
They don't, but they are the customer and are willing to pay extra. It is not uncommon for them to be charged an additional $500 a day plus expenses for their request.
BTW---this is in a single pilot VFR S-76, and the "customers" have more money than they know what to do with.
And yes, for the OP...it can be done safely, it just takes a solid understanding of CRM, good brief, and pilots willing to check their ego at the door.