The money stuff is relatively easy i'd say compared to someone with good knowledge of transfers and how things are done - they almost need to be seperate roles but don;t know enough about it to suggest someone (or a team) that would work.
I don't think running the 'money stuff' is easy, mate.
My point is that there are lot more people out there who can do the CFO, CEO role of a business (which is what any large club is) but won't have the Football knowledge to apply to the transfer policy.