If I take this to mean you're not giving up on the seasteading concept, then I'm pleased to hear it. But in terms of fitting into one of those neat little square boxes that regulators are so fond of, I suspect anything related to Bitcoin, or crypto in general, is going to make that a more difficult task. Most countries don't have legislation that would naturally encompass any attempt at creating a "Digital Autonomous Company" (which I think is what you're talking about here, but please correct me if I'm wrong).
The plan would be to not worry about fitting into those regulations. The seastead company itself would not be the only one. There would be several companies residing on the seastead that will not need to be regulated but will still need some sort of structure.
What I would want to do is create a sort of Bitcoin business software where you configure the software for your own business and now you can get started (accepting bitcoin, payroll, assigning roles, etc.). Just like loading up Wordpress, choosing a template, company name, some pictures and blurbs you now have a company website.
The anonymity is not too severe as far as the employer not knowing the employees or the employee never seeing the employer. You can have an anonymous CEO if you incorporate in Belize. I am thinking more in the lines of protecting those that are running the company in the same way you would want to incorporate in Belize to avoid the meddling of certain super powers into your affairs.
True, it would need up front money as opposed to going on loans. Which brings in the investors. That part I cannot figure out unless you have an x of y multi sig wallet where y is the amount of shares with x being at least 50/66% of y. Which would need to be changed for each new share holder. That could get complicated very quickly. Which is fine if software is handling everything in the background. But it just needs to make sense and not have holes.