iamnotback, deisik, vokain
Yes, it looks like the whole turning BTC into something tangible (at least at scale) really is a problem, and hard to solve.
First, buying a ranch in Peru (which might be a special case), automatically puts you in the computers of the tax authorities, which, believe it or not, are much more controlling than the IRS in the USA. Our (small) business, for example, must send monthly EVERY Invoice with various details including customer ID (like our Social Security No.) as well as each item bought, price, address, etc. Rather burdensome. All that is sent on MS Excel spreadsheets. They are super-strict.
Second, I agree w/ iamnotback that Tax Havens will soon be out of business! Ouch!
I don't see how being in those computers means anything. In this case, the less customers for a supposed rental business, the better.
In terms of converting crypto to fiat for the asset purchase and associated expenses, authorities would have to prove that the capital didn't come from something that can't be taxed. I don't know if my question about anonymous loans was too dumb for any of you to bother commenting much upon but say I wrote a contract on an anonymous blockchain stating I need a loan with open-ended terms ("I'll pay it back when I can", or for example, 0% interest anytime by the end of 100 years (and we may or may not be dead by then, either way who cares)) to start this business. The Internet provides the capital to start this wonderful business opportunity up. I purchase assets, leaving aside some of the principal for expenses. Keep operating at a loss. As far as I know, it's not a crime to never market your business and end up getting 0 customers.