For a multi-party advertising exchange including advertising and publishing entities, each participant specifies tax rate(s), such as import tax and export tax, that apply to at least one other entity in the exchange. Since tax rate(s) can be expressed in different transactional terms by different parties, each tax rate is reduced to a common tax rate expression within the exchange for comparison. Intelligent tax rate selection and support can be provided to dynamically set tax rates that achieve utilitarian goals for the individual participants taking into account the tax rates expressed by other participants and their respective advertising goals, and dynamically adjusting tax rates over time in response to condition changes. Various refinements are provided and disclosed according to a host of optional implementations.