It's easier, but it's riskier too. Someone can come along a take your stuff a lot easier at sea than they can in orbit. And weather is always tricky, although launches aren't easy either.

In terms of regulation, it depends on the specifics. Sometimes it depends on where the customer lives, but even if it does, when a platform has no business operations in a region and there aren't international treaties between the consumer country and where they're operating from to resolve that sort of thing, the most the regulating country can do is block them.