Freddie's parents have the financial wherewithal to afford to live in and own a stately home. They also have the financial clout to send Freddie, his brother, and his two sisters to be educated privately. They view the stately home as a business and have turned their home into a Wedding/Conference venue.
So, would we consider Freddie to be privileged to be born to wealthy parents? To be educated in the best tradition of a classical education which leads to an Oxford Degree? How lucky he is, is what I say to that. He has won first prize in the lottery of life is also what I would say. He is also lucky in that his parents have brought him up to have good manners. They have done a sterling job with Freddie, he is a really decent and respectable boy.
If Freddie has claimed the dole at some point in his life, he is entitled to so so. We all can, rich or poor. It is the Law of the Land, and one that was instigated to help people to find work. It is still a right we all enjoy. To say Freddie is not entitled to claim Unemployment Benefit is to admit to not knowing the Law of the Land, and to segregate people in a class-conscious way. It says more about the people accusing Freddie of his non-entitlement than it does about Freddie himself.
And as for his comment about his 'dole', he did view it as pocket money before he went to Oxford. He probably lived rent-free in the mansion and the dole money enabled him to have a little bit of independence. But he was still entitled to it. And his attitude and stance about the dole in general was said in natural conversation and not to be taken as gospel or a sign of arrogant oneupmanship.