You realize Google Checkout is often lamented on HN because it doesn't operate in many European countries? It is exactly for these reasons.
Much like copyright laws are abused for business protection, so are regulations. Certainly within the US it would be better to have a federal license framework in order to minimize friction.
It's not about having enough money, but whether it is financially worth it. It's an ROI calculation that involves navigating several regulating bodies with what appears to be minimal payback. It certainly isn't a technical limitation.
Much like copyright laws are abused for business protection, so are regulations. Certainly within the US it would be better to have a federal license framework in order to minimize friction.